Vacation Rentals By Owner In Madison, VA

$172.06

Historic Madison Eagle Inn

Madison, Virginia, United States

pPETS NOW WELCOME! Welcome to the historic Madison Eagle, a standalone studio-style space that combines the charm of the past with modern comfort. Located in the heart of Madison on Main St, the Eagle has a rich history dating back to the late 1700s. The original wooden floors and high ceilings create a sense of grandeur and nostalgia. The space features a blend of contemporary and antique furnishings and vintage decor, providing a unique glimpse into the past, including the building's and the area's history./pbrbrpBefore the Eagle was a cozy place to stay, it was home to the Madison County Eagle newspaper for 60 years. Prior to that, it was a store, a law office, a doctor's office, a storehouse, and even housed dairy cows at one point./pbrbrpThe plush queen-size bed includes fluffy pillows and a soft duvet. The sofa folds out into a full bed for two more guests. The bathroom is located just off the bedroom and includes a shower, toilet, and sink, as well as fresh towels and toiletries. Laundry is available for guest use./pbrbrpThe Eagle's kitchenette is equipped with all the essentials you need to prepare a simple meal, including a refrigerator, microwave, toaster oven, countertop burner, dishwasher, electric tea kettle, and coffee maker. Coffee and a selection of teas are provided for our guests. Relax with a book from the shelf in the cozy reading nook and play a selection of board games or assemble puzzles at the large dining table./pbrbrpThe entire building is yours for the duration of your stay. The Eagle includes four dedicated parking spaces at the back of the building and keypad access through the back door./pbrbrpOwners Lorrie and Jonathan are available to answer your questions during your stay./pbrbrpLocated directly on historic Main Street and surrounded by local businesses and homeowners.An easy walk to a few local eateries and Dollar General. Nearby hiking and dining are just a short drive away.The Eagle's location grants easy access to nearby Shenandoah National Park, including Old Rag Mountain (23 minutes) and White Oak Canyon (22 minutes) trailheads. Cast your line into any number of nearby trout streams. Owner Jonathan will be happy to make fly-fishing location recommendations./pbrbrpThis area is an antiquer's dream! Virginia antiquing maps are provided for our guests. And if you enjoy history, the Eagle is about 30 minutes from several US presidential homes and retreats, including James Madison's Montpelier, Thomas Jefferson's Monticello, and Herbert Hoover's Rapidan Camp./pbrbrpEnjoy local wineries and breweries, including Bald Top Brewing Co. (1.5 miles away), Early Mountain Winery (4 miles), Blue Quartz Winery & Shotwell Run Brewery (8 miles), and more! Walk two doors down the street to Cake Krums Bakery for coffee and breakfast and grab lunch or dinner at Jenny Lynd's Pizza on Main St. You'll find sandwiches and wine at Piedmont Deli (1 mile) and local barbecue at Pig-N-Steak. Further afield, find authentic German fair at the Bavarian Chef (5 miles), comfort food and ice cream at The Freeze (3 miles), and Italian food at Gino's (3 miles). If you prefer to cook your own meals at the Eagle, nearby Food Lion (1.5 miles) and Yoder's Country Market (2 miles) have everything you need. Early Mountain Vineyards also boasts a full menu and Bald Top Brewing's wood-fired pizza is delicious. Borrow our Bald Top growler and enjoy 10% off on a fill-up to go. /pbrbrpA $75.00 pet fee will be charged. Pets 50 pounds and under are allowed at The Eagle. Please no pets on the furniture./pbrbrpEarly check-ins are available with a $30 fee./p

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$849.31

/ Nightly

Private Vacation Home

Old Rag View Horse Farm with Log Lodge and Treehouse

Madison, Virginia, United States

Chestnut Oak Farm is a luxurious western-style lodge retreat on a 90 acre horse farm near the base of Old Rag Mountain. The lodge was constructed in 2009 using granite blocks from the farm and huge Virginia pine logs in a western style of rustic elegance. The lodge is surrounded by decks and porches to take in the magnificent view over Hidden Valley, Old Rag Mountain, the farm's twin ponds, and the horses grazing in the fields. The lodge is equipped with a Chef's Kitchen, huge dining room (we have seated sixteen), double-sided fireplace, baby grand piano, screened porch, and covered porch. The main lodge house has three Master Bedrooms, and two other large bedrooms with a shared bath. Downstairs is a walkout game room with foosball, ping pong, bar, and a fire pit/movie pit with 52 screen TV. The outdoor 8 person hot tub is steps away, overlooking the pond.brbr150 feet down the hill below the pond is the 'Guest' Treehouse. The treehouse is a cedar sided two level cabin-style house which sleeps six, with full bath and kitchen--and an optional fire pole exit for the adventurous. This treetop aerie has to be seen to be believed!brbrThe farm has a small herd of horses and one alpaca, Mike. We have hiking trails on the property. A fantastic network of both gravel and paved roads fans out from the farm for incredible short and long distanced cycling routes. Or you can leave the farm to hike the incredible local trails or fish the local streams, or visit some of the local wineries or organic farms. We are 35 miles from Charlottesville, and 82 miles from Washington DC. brbrCaretakers live onsite and can help out with questions, firewood, directions, and even with provisioning if desired. They are happy to arrange spectacular custom-guided trail rides from a local stable in the surrounding mountains--even overnight camping trips.brbrKeywords: Farm, Horsefarm, Estate

6

Bed

5

Bath

16

Sleeps

$474.88

/ Nightly

Country House

Lush Countryside & Shenandoah Mountain Views at Quiet Hills Retreat

Madison, Virginia, United States

Your home away from home in Madison. 4 bedrooms, each feature a private bath. Sleeps 12. This superb, secluded property offers a delightful retreat for guests. everyone will find their perfect spot to unwind. The property boasts fantastic amenities such as a washing machine, AC, fitness room, WiFi, and heating. 3 of the 4 bathrooms are equipped with both a bathtub and shower, while one bathroom has a shower only. This ensures a refreshing start to your day and a relaxing end. Enjoy your time in Madison at our luxurious home!brbrThe house at Quiet Hills is located at the end of a 1/2 mile drive in one of Virginia's most beautiful valleys. There are spectacular views of the mountains and farm from all areas of the 155 acre property. The house is in wine country with Revelation Vineyard just down the road and Early Mountain Vineyard a 15 minute drive from the farm. The Robinson River adjoins the property and offers fishing and kayaking for the adventurous or just sit on the patio and enjoy the views. Hike nearby Old Rag mountain or the rejuvenating Whiteoak Canyon Trail to the Lower Falls. Or just take a relaxing walk on the property.

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$233.73

/ Nightly

Cabin

The Cabin at the Lake

Madison, Virginia, United States

Lake view cabin! 2 bedrooms one bathroom. Close to breweries, wineries, grocery store, and 20 minutes from Shenandoah National Park. You will have everything you need at our home provided for you. We have a canoe and row boat for you to venture out on the water and fishing poles, just bring your bait and bathing suit! The lake is full of brim, bass, and crappie! We have smart tvs in the living room and in the queen size bedroom. We have high speed internet (100mbps) Propane grill on the deck. We also have a large smoker available. Lanterns are provided for power outages on top of the refrigerator, please recharge them after use. FOR OUTAGES ONLY.brAbsolutely No parties!brThe 2nd bedroom is small but functional.brthe wood stove is NOT for rental use. there is heat there.brYou will be able to enjoy the entire home and dock for your use.brOther things to notebrAbsolutely NO parties or disruption to the neighbors will be tolerated. The driveway is kind of steep, front wheel drive, all wheel drive and 4 wheel drive will do fine. Rear wheel drive may want to park at the gate or back in. The path to the lake is also steep, Please take a flashlight with you to the fire pit to get back to the house in the dark. Under no circumstances will we allow parties or destruction of our home.br**We are on well water, it has a Sulphur smell when it isn't used daily. We installed a water treatment system with no luck. Please bring drinking water *

2

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1

Bath

4

Sleeps

$165.95

/ Nightly

Cottage

Tranquil and peaceful guest cottage with mountain views!

Madison, Virginia, United States

Recently and lovingly renovated guest cottage from 1890 sitting in the middle of our 10 acre mountain property. All new appliances with an open floor plan. Cozy sunroom along with large windows all throughout the cottage, allowing pastoral and mountain views from every room. Generous 11 foot ceilings makes it feel spacious and bright. Walk around the back yard that allows full access to the property with views of mature trees and mountains. Enjoy a cup of tea, coffee or local glass of wine on the Adirondack’s provided and fire pit for leisure. The cottage is a getaway from the hustle and bustle with plenty of outdoor amenities in the area, minutes from Early Mountain Winery and Bald Top Brewery. Perfect setting for the adventure enthusiast or the relaxing getaway.

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$222.05

/ Nightly

Private Vacation Home

Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A

Madison, Virginia, United States

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. Near Early Mountain Vineyards, Prince Michelle Winery, Yoder's Country Market, Bald Top Brewing Co. & Plow & Hearth. A 20 - 30 min drive to Charlottesville, Shenandoah Nat Park, Culpeper and Orange. Shopping, restaurants, breweries, hiking, antiquing, site seeing and much more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Pet (dogs only) $30 per night.

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$154.42

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Private Vacation Home

Haywood Haven

Madison, Virginia, United States

This cozy 2 bedroom, 2 full bath house, recently remodeled with a great Kitchen that opens to a spacious Family room. Great WiFi/cell service! Covered front porch & back walkway/propane grill, are set up with chairs to take in the surroundings. Fire pit & horseshoes set up in the backyard. Nearby the property, enjoy fishing at the Robinson River, & several local Breweries, & Wineries. Also nearby are horseback Riding, & hiking Old Rag & White Oak Canyon all within close proximity!

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$605.06

/ Nightly

Private Vacation Home

Starwood Manor • Panoramic Mountain View Estate on 36 Acres

Madison, Virginia, United States

★☆ ABOUT THIS SPACE ☆★brEscape to Starwood Manor, a peaceful countryside retreat nestled on 36 scenic acres with panoramic mountain and pastoral views. This spacious 5-bedroom, 3.5-bath home blends traditional charm with modern comfort, offering a private getaway just 45 minutes from Charlottesville and minutes from top wineries, hiking trails, and fishing. Perfect for families, groups, and retreats, it has been designed to create the ideal environment for community, connection, and rest.brbrbr★☆ KEY FEATURES ☆★br.☛ Scenic Setting – 36 private acres with rolling hills, wooded trails, open fields, and views of the Blue Ridge Mountainsbr.☛ 5 Bedrooms | 3.5 Bathrooms – Comfortably sleeps up to 14 guestsbr.☛ Outdoor Firepit & BBQ Grill – Gather around for campfire nights under the starsbr.☛ Fully Equipped Kitchen – Quartz countertops, coffee bar, and every cooking essentialbr.☛ Library / Game Room – Books, board games, piano, and tufted leather sofa br.☛ 55” Smart TV – Netflix, Disney+, Hulu, and more (log in with your own accounts)br.☛ Family Friendly – Crib, highchair, and children’s dinnerware providedbr.☛ Work-Ready Space – high-speed fiber internet and no distractionsbr.☛ Multiple Outdoor Spaces – Screened-in porch,, full width front porch and full width balcony above it, patio, and large flat backyard for games br.☛ Modern Comforts – Central air & heat,, blackout curtains, and two-zone Google Nest thermostat controlbr.☛ Peace of Mind – Standby backup generator, smoke alarms, carbon monoxide detectors, fire extinguisher, and first-aid kitbr.☛Luxury Amenities - paraben free and sulfate free personal care products, premium Saatva organic cotton mattresses, hotel collection sheets and towels, full length mirrorsbrbrbr★☆ BEDROOM & BATHROOM ARRANGEMENT ☆★br• Main Floor Master Suite: King bed (Saatva), ensuite full bathbr• Second Floor Master Suite: King bed (Saatva), ensuite full bathbr• Second Floor NW Bedroom: King bed (Saatva)br• Second Floor NE Bedroom: Queen bed (Saatva)br• Second Floor SW Bedroom: Two bunk sets (1 full, 3 twins, 1 twin trundle)br• Bathrooms: 3 full, 1 half — all newly updated and stocked with essentials (shampoo, conditioner, body wash, and towels)brbrbr★☆ KITCHEN & DINING ☆★brCook and dine in style in the modern chef’s kitchen, featuring:br• Quartz countertops & stainless appliancesbr• Full-size refrigerator, oven, stove, and dishwasherbr• Microwave, toaster, blender, and BBQ utensilsbr• Coffee maker + coffee pods, tea, sugarbr• Dining table + breakfast bar seatingbrbrbr★☆ OUTDOOR SPACE ☆★brEnjoy inviting outdoor spaces perfect for relaxing or entertaining:br• Expansive front porch and side porch for morning coffeebr• Screened-in porch with pastoral viewsbr• Second-floor balcony for stargazingbr• Deck and patio with outdoor dining and furniturebr• Fire pit area for campfire nights (starter wood provided)br• Propane grill for BBQ dinnersbr• Large flat backyard ideal for soccer, badmitton, or family gamesbrbrbr★☆ ADDITIONAL AMENITIES ☆★br• Washer and dryer in unitbr• Iron and ironing boardbr• Vacuum, broom & dustpan, paper towels, toilet paper, and dishwasher pods providedbr• Central air & heating, plus tower fansbrbrbr★☆ LOCATION HIGHLIGHTS ☆★brLocated in beautiful and historic Madison, VA, the home offers the tranquility of country living with convenience close by. brbrNearby Restaurants (10-15 min):br• Bald Top Brewerybr• Early Mountain Vineyardsbr• Revalation Vineyardsbr• Prince Michel Vineyard & Winerybr• The Bavarian Chefbr• Los Brothers Restaurantbr• Mountaineer Cafebr• Jenny Lynd’s Pizzabr• Pig N’ Steakbr• Piedmont DelibrbrGroceries (10-15 min): br• Food Lionbr• Yoder’s Country Marketbr• Harmony Acres Farm StorebrbrNearby Landmarks:br• Shenandoah National Park - Old Rag Trailhead, Skyline Drive, Whiteoak Canyon Falls (30 min)br• James Madison’s Montpelier (35 min)br• Massanutten Resort (45 min)br• Thomas Jefferson’s Monticello (55 min)br• University of Virginia (UVA)Rotunda (50 min)br• Cedar Mountain Battlefield (30 min)brbrActivities: Hiking, fishing, biking, skiing, river sports, vineyard tours, museums, and historic sites.brbrbr★☆ THINGS TO NOTE ☆★br.☛ Driveway parking for 5+ cars, plus overflow yard parking for large groupsbr.☛ Accessible: only 4 steps to the front door, first floor fully accessiblebr.☛ Pets are not allowedbr.☛ No smokingbr.☛ No parties or eventsbr.☛ Check-in: 4 PM | Check-out: 10 AMbr.☛ Minimum age: 25+br.☛ Quiet hours: 10 PM–8 AMbrbr★☆ WHY GUESTS LOVE STARWOOD MANOR ☆★brGuests rave about the serene mountain views, modern yet timeless design, and the peaceful privacy of the 36-acre property. Whether you're sipping wine on the balcony, exploring local vineyards, or gathering for s’mores under the stars, this home was made for connection, relaxation, and lasting memories.brbrBook your stay at Starwood Manor today, where history meets modern luxury, and every sunrise over the Blue Ridge feels like your own private escape!

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Sleeps

$201.11

/ Nightly

Cottage

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Madison, Virginia, United States

Escape to this charming cottage in Madison. This 2-bedroom retreat features a cozy queen bed, a comfortable full bed, and three quaint twin beds. With amenities like heating, AC, and WiFi, guests can relax in the bathtub or refresh in the shower. Make yourself at home in this enjoyable and excellent space. We look forward to welcoming you to our place. The property is a short drive to hiking trails near Shenandoah National Park. The property is less than 10 minutes from Bald Top Brewery, and Early Mountain.The property features a fire pit-firewood NOT PROVIDED, outdoor seating, and a large living room for gathering. No more than 6 guests. NO PARTIES! Upon booking you will be asked if you are bringing a pet. We charge $75.00 per pet and will be assessed a pet fee if you are bringing one.

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Sleeps

$325.95

/ Nightly

Private Vacation Home

Downtown Madison Home Close to Wineries, Venues, and Rt 29

Madison, Virginia, United States

This fully renovated historic home offers a unique blend of old-world charm and modern comfort. The Eve offers well-appointed areas to unwind, including private bedrooms and a cozy library. The spacious living room, dining room, kitchen, and private back patio were thoughtfully designed with socializing and entertainment in mind. Enjoy the convenience of smart TVs, WiFi, laundry, and a full kitchen. Enjoy the outdoor space on the porch rockers or take in the surrounding gardens while you barbecue and lounge on the expansive back patio. Play games, solve puzzles, and read books from the well-stocked entertainment closet. We're happy to assist with any questions while you stay at our house. The entire house is yours for the duration of your stay, including the large backyard and patio. A Ring cam is installed for security purposes and so you can reach us directly in a pinch.Reach us any time of day through the Airbnb app. The Eve's Main Street location grants easy access to nearby Shenandoah National Park, including Old Rag Mountain (23 minutes) and White Oak Canyon (22 minutes) trailheads. If you enjoy history, the Eve is about 30 minutes from several US presidential homes and retreats, including James Madison's Montpelier, Thomas Jefferson's Monticello, and Herbert Hoover's Rapidan Camp. Enjoy local wineries and breweries, including Bald Top Brewing Co. (1.5 miles away), Early Mountain Winery (4 miles), Blue Quartz Winery & Shotwell Run Brewery (8 miles), and more! Walk two doors down the street to Cake Krums Bakery for coffee and breakfast. Walk in the opposite direction and grab lunch or dinner at Jenny Lynd's Pizza or Los Brothers across the street! You'll find sandwiches and wine at Piedmont Deli (1 mile) and local barbecue at Pig-N-Steak. Also in Madison you will find authentic German fair at the Bavarian Chef (5 miles), comfort food and ice cream at The Freeze (3 miles), and Italian food at Gino's (3 miles). If you prefer to cook your own meals in the Eve's full equipped kitchen, nearby Food Lion (1.5 miles) and Yoder's Country Market (2 miles) have everything you need.Early Mountain Vineyards also boasts a full menu and Bald Top Brewing's wood-fired pizza is delicious. Dogs are allowed-max of 2 less than 60 pounds. $75 per pet. We’re happy to offer early check-in when available for an additional $50.

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Sleeps

$184.91

/ Nightly

Private Vacation Home

Tatum’s Retreat -SAUNA- Hiking-Wineries- Unit B

Madison, Virginia, United States

Beautifully renovated and cozy home in Madison, VA. Unit B is the bottom level of a duplex offering a peaceful setting, amazing views, close to wineries, wedding venues, hiking. New SAUNA! Near Early Mountain Vineyards, Prince Michelle, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 20 - 30 min drive to Charlottesville, Greene, Shenandoah National Park, Culpeper & Orange, offering shopping, restaurants, breweries, hiking, antiquing, site seeing and more. Pet fee $30 per night, dogs only.brbrYou may hear footsteps and other sounds at times from guests upstairs. We offer sound machine and earplugs for light sleepers. Guests may be in Unit A during your stay. Please be mindful of them and let us know if there are any issues.brbrThis property is located on 4 acres of land, it is possible but not likely to see deer, racoons, geese, vermin, cats, dogs, bear and other wild animals, as well as bugs, including ants, bees, palmetto bugs, roaches, stink bugs, lady bugs etc on the property. We use pest control services to deal with all of these creatures. If you come across a dangerous animal or situation message me immediately through the Airbnb app. We will work to take timely action to deal with the anything that you may discover, both inside your space, outside, on our property. brbrMany of these creatures are free roaming. We do not have control over anything that occurs on neighboring, city, community or HOA properties, and cannot be held liable for their maintenance of same.

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$280.07

/ Nightly

Private Vacation Home

Charming 4-bedroom house in Madison centrally located!

Madison, Virginia, United States

Relax and take in the mountain views at this home centrally located in Madison County. This property is located 35-40 minutes to Charlottesville, 20 minutes to Culpeper. 25-30 minutes from the SNP entrance and White Oak Canyon Falls. 10 minutes to Renback Barn and Early Mountain.brbrLarge open floor plan 4 bedrooms, 2.5 baths on a private lot located less than two minutes from Route 29.

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Bath

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$705.64

/ Nightly

Private Vacation Home

Beautiful home with mountain and river views.

Madison, Virginia, United States

Gorgeous 5-bedroom riverfront home with breathtaking views of the Blue Ridge and Robinson River.brbrWelcome to the Madison House! This custom designed and built estate rests on a knoll overlooking 13.5 private acres on the Robinson River in rural Madison County, 30 miles north of Charlottesville, VA. This house sleeps up to 14. Views of Skyline Drive, Old Rag Mountain, the Blue Ridge Mountains and direct Robinson River frontage makes this property a perfect destination for all four seasons. The outdoor space is ideal for friends and family gatherings. brbrSeveral firepit and picnic areas, comfy hammocks, tree swings and Adirondack chairs make for ample relaxing and recharging in the country air. The property offers a stocked catch and release fishing pond and direct frontage on the Robinson River for fishing and wading. Kayaks, PFDs and paddles provided. Spring is best for fishing and kayaking! Local outfitters are also available for great kayaking experiences. Enjoy over a mile of groomed walking trails on the property. Our golf cart is no longer available.brbrOur newly renovated, bright and airy home includes all new furniture, fixtures, bedding and linens and every comfort we could think of! With post and beam construction, the house features 18-foot ceilings and gorgeous wood throughout. The main level features a large great room/dining area, which opens to an expansive deck, allowing for alfresco dining and seating for 12! The deck is perfect for grilling out with sunset/western views. Watch the hawks and eagles fly, a passing deer or an occasional sighting of a friendly black bear. The dining room table seats 10-12 as well, with a comfy 12-foot bench to enjoy amazing views of the Robinson River and the Blue Ridge Mountains. In the great room, a floor-to-ceiling, 18-foot riverstone fireplace provides for roaring fires during the fall and winter months. Complementary firewood is provided for our guests. Lots of cozy blankets and comforters too! Also in the great room, a new 65 Smart TV with streaming capability allows for group viewing.brbrThe kitchen is fully stocked with new dinnerware, cookware, small appliances, sharp knives and everything you need for cooking in! Enjoy a big crockpot of chili after hiking in the surrounding area. The kitchen features both a drip coffee maker and Nespresso Espresso maker--espresso pods provided! Just bring your own favorite coffee to brew a big pot for family and friends. Alexa is also available in the kitchen areabrbrAlso on the main level is a primary bedroom, the Deer Room, with a new king bed and beautiful views of the Blue Ridge and the Robinson. A full bathroom is right there! A den, also on the main level, with a new comfy sleep sofa and full bath is the perfect nook for reading or a quick glance at email! The den opens onto a gorgeous 3-sided glass porch, the Four Seasons Lounge, with vaulted ceilings, again allowing for breathtaking views. A vintage tiki bar, comfy mid-century furniture, and a new 55 Smart TV allow for a fun gathering spot for family and friends! Bring your own vinyl records or enjoy ours on the new bluetooth stereo speakers with turntable.brbrThe top floor features two cozy dormer-style bedrooms, sharing a new full bathroom with opening skylight--shower in the trees! One bedroom with a beautiful mountain view, has a new king bed, the Bear Room, and the other, the Moose Room has two new twin beds. Both are very comfy!brbrDownstairs from the main level is a large play room with a ping pong table, foosball, table, small pool table, a vintage poker table with chairs for 8 and a Carrom board. Enjoy numerous boardgames and puzzles with your group. Two more bright bedrooms and full bath with a jetted tub/shower are downstairs, with easy walk out to enjoy a cup of coffee or glass of wine on the cozy little patio. One bedroom, with a gorgeous river view has a new king bed, the River Room, with two twin beds in the final bedroom, the Sunflower Room. Also downstairs is the Secret Hideout which is a private nook with two single beds--perfect for kids.brbrThe 2-bed bunkhouse, with heating, air conditioning is located behind garage (key on key holder in main house front foyer). No running water/toilet facilities but small fridge. An outdoor shower is located under the rear deck stairway, April-September.br brThe Madison House is the perfect location for total relaxation but the house is also close to restaurants and numerous wineries and breweries:brbrPrince Michel Winery 8.8 mi brEarly Mountain Vineyards 7.5 mi brBald Top Brewery 5.8 mi brShotwell Brewery 11.6 mi brRevalation Vineyards 7.1 mi brDuCard Vineyards 14.9 mibrbrThe Madison House is less than 20 miles from the Old Rag Mountain and the White Oak Canyon trails, for excellent hiking. Grab a picnic lunch from Yoders Country Market (our favorite) just down 29 and enjoy the countryside!brbrThe Madison House has very good cell phone coverage and wifi is provided by Virginia Broadband and is usually very strong. Hulu, Disney+ and ESPN-NFL channels are provided. Feel free to log onto other streaming services with your own accounts on our Smart TVs! brbrOutdoor games are provided including: cornhole, bocci ball, horseshoes, softball, croquet, badminton, football, frisbee and kids fishing poles.brbrWe welcome you to our little piece of heaven. It is the perfect destination for girls and guys get-away weekends, and family and friends groups Come relax and enjoy the beautiful countryside of Madison County.brbrNOTE: Absolutely no events allowed on the property, including weddings. Only those guests stayng at the Madison House or pre-authorized guests are allowed on property. If it is determined that our guests exceed the authorized number of approved guests (maximum of 14), host an unauthorized event (party, wedding, etc.), there will be a $5,000.00 per day charge and penalty for all violations.

Bed

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Sleeps

$195.89

/ Nightly

Private Vacation Home

Robinson River Retreat - Near River, SNP & Graves

Madison, Virginia, United States

Great location near the Blue Ridge Mountains in Madison County for family or friends. 3 BR, 2 BA spacious house. Property continues across the street and borders the peaceful Robinson River for swimming or fishing. Minutes to scenic trails at White Oak Canyon/Cedar Run and Old Rag in Shenandoah National Park. Many wineries and breweries are near by as well as seasonal festivals at Graves Mountain Lodge. Convenient to Culpeper and Charlottesville.brbrThe spacebrBASICS:br1786 Sq Ft housebrCentral Air/Heat - Mini Splits, upgraded windowsbrWasher & Dryer, clothes rack, iron & boardbrElectronic Keypad for accessbrHigh-Speed wireless internetbrSpotty cell service in the areabrNon SmokingbrKid Friendly - They will Love the River!brDogs Welcome - No CatsbrbrFAMILY ROOMbrComfortable seating areabr55 in Smart TVbrSmall selection of games, magazines and playing cardsbrWork center with deskbrbrKITCHENbrElectric range/ovenbrFull-size refrigeratorbrDishwasherbrMicrowavebrCoffee PotbrToasterbrBasic dishes, pots, pans and utensilsbrKitchen towels, dish soap and pot holders providedbrbrDINING ROOMbrDining Table seats 8brBuffetbrbrMASTER BEDROOM - Main LevelbrAttaches to Full BathbrQueen BedbrDresserbr2 Full size closetsbr32 in TV with Amazon Fire TVbrbr2nd MASTER BEDROOM - 2nd LevelbrQueen BedbrDresserbr2 Full size closetsbr40 in TV with Roku connectionbrbrBEDROOM 3brPyramid bunk beds (twin bed over full bed - sleeps 3)brFull Bed with twin trundlebrDresserbr2 Full size closetsbrbrBATHROOMSbr1 Full Bath - Main Levelbr1 Full Bath - Upper LevelbrTowels providedbrHand soap providedbrShampoo/conditioner/body wash providedbrbrEXTERIORbrFire pit atop a large rock outcrop. Firewood providedbrGas grill on side porchbrPatio table and 8 chairs on side porchbrHuge front yard/field for kids or pets to playbrLots of Parking spacebrOther things to notebrBasic house information is located in the dining room. Fiber Internet with 140 Mbps upload & download; 30 ms Latency.

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Sleeps

$367.08

/ Nightly

Private Vacation Home

Country Retreat Near Shenandoah & Old Rag - Family Friendly Getaway

Madison, Virginia, United States

Welcome to this peaceful countryside escape for creating a relaxing and memorable getaway. Early check-in when available, seamless self-entry with a digital lock, a 50 AMP electric vehicle charger, central air conditioning, high-speed WiFi, a dedicated laundry area, and the added peace of mind of a full-house generator in the event of a power outage. Three full levels entirely for your use, providing plenty of space for families or groups to relax, spread out, and enjoy time together. Children are warmly welcomed, making this a wonderful setting for families to reconnect, explore the outdoors, and create lasting memories.brbrMagical evenings with the night sky often filling with stars, making stargazing a favorite ~ fun guide with ideas on what to look for in the sky. Cows are often seen grazing in nearby pastures. For safety and respect for the animals, please do not enter the fenced pastures or attempt to feed them. brbrGuests enter through the side door located across from the garage using the digital lock system. Access code will be the last four digits of the phone number used when making the reservation. Wide walkway, excellent lighting, and plenty of parking for guests. We simply ask that vehicles not be parked on the front lawn, the grass in the inner circle, or in the backyard.brbrOne of the highlights of staying here is the easy access to several charming Virginia towns ~ Madison,Orange, Gordonsville, Culpeper, and Charlottesville. All filled with local shops, wineries, restaurants, and outdoor adventures. The nearby town of Madison offers wonderful destinations such as Early Mountain Vineyard, Prince Michel Winery, Bald Top Brewing Company, Madison Livestock Exchange, Plow & Hearth, Kite’s Ham, and Yoder’s Market, which even features a petting zoo. Short drive to Woodberry Forest School (4mi), Commonwealth Park (15mi) and UVA (33mi). Explore the Old Rag Mountain, located about 25 miles away, as well as White Oak Canyon Trail, Shenandoah National Park via the Swift Run Gap entrance, Luray Caverns, and the year-round recreation opportunities offered at Massanutten Resort. Lots of information and local recommendations to discover nearby gems and favorite spots are found at the cottage. brbrWhether you are visiting the area to venture the trails or simply enjoy a relaxing country getaway, this property offers the comfort, location, and peaceful atmosphere that make for an unforgettable stay. brbrPlease note: Events, parties and gatherings are not allowed. If you have any questions before booking, please feel free to reach out anytime — we’re happy to help.

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$699.3

/ Nightly

Private Vacation Home

Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home

Madison, Virginia, United States

Located just minutes from Old Rag Mountain, Whippoorwill Manor Farm is a destination that affords the rare experience to rent your own farm for a week or a weekend. The house was completely restored in 2005 adding a new addition that houses a large modern kitchen, and 3 full baths (over 3,800 sq. ft). One of Washington's top interior decorators designed the home specifically with the idea of family/friends use. Thus, the home has maintained its unique historical charm to include its wide hickory planked floors, log cabin rooms with stone fireplaces, and hand crafted wood work throughout the home. The original part of the house (log cabin) dates back to the 1700's and is the second oldest structure in Madison County. The farm even has a game building out back that's great to enjoy a drink while playing foosball or shuffleboard. There is also a professional outdoor ping pong table. The house has all the modern conveniences to stay connected including, direct TV and wireless internet (Please not that Broadband internet is not available in this area). Please note that this property is not set up to host weddings/events.brbrGreat nearby outdoor activities such as: climbing Old Rag MT (the most spectacular hike in VA) or hiking White Oak Canyon to see its impressive upper and lower waterfalls, both parking lots are approximately 7 miles from the house both located in Shenandoah National Park. Whippoorwill Manor Farm is just minutes from Graves Mountain Lodge, Prince Michel, Sharp Rock, DuCard Vineyards and Shotwell Run Brewing.brbrOur objective is to treat our guests the same as we would our extended family/friends that come and visit the farm. Therefore, the important essentials are provided which includes: linens, towels, blankets, essential paper products, cleaning supplies, some laundry detergent, coffee, spices and condiments (no guaranteed stock), charcoal, lighter fluid and wood for fire place (some local cabins charge $40.00 just for the firewood). There is also a 25 pound a day ice maker. To assist in keeping the cleaning fee modest, you will need to make your own bed. Covers and blankets are on the beds with its sheets folded at the base. Finally, our Caretakers (Bill and Delores) live nearby and are available to personally address any concerns or questions you may have. Please be advised that the farm has the best available Internet in Madison County but it is not city speed and is not unlimited so we request you download videos prior to visit and not conduct gaming during stay. brbrThe property is only 15-20 minutes from the historic towns of Culpepper, Madison and Sperryville, ideal for shopping and quality restaurants. Additionally, it serves as a perfect home vacation site to explore the many historic landmarks of the Shenandoah Valley and its vast natural beauty.brbrCome enjoy this truly unique and beautiful property for a peaceful and fun vacation or come with a group of friends for a long weekend to hike, bike, and enjoy each other with a number of local attractions and activities. On the property, there are a number of activities to enjoy such as corn hole, volleyball and horseshoes. In the evenings, the fire pit is a wonderful place to tell stories and share experiences year round. The house has a full back up generator in the event power is lost so your stay will not be disrupted if a major storm strikes.brbrFor cycling enthusiasts from other parts of the country, the mountain scenery coupled with the quiet, safe, country roads are a national treasure to be experienced. The very popular Tour de Madison Bike Ride (held in mid-May every year), and the ride enjoys national stature. The Tour is not a race, but rather designed as a wonderful way to see the great scenic beauty of the Blue Ridge Mountains. They have routes for the entire family; you can choose between 16, 40, and 62 miles along country roads. If you can't make the actual weekend, the owner will provide you with the specific routes of the Tour so can enjoy them during your stay. Your group could even do a different 'century' every day for a week and beyond the initial few miles leaving/returning to the house; you will not have to cover the same ground twice! brbrKeywords: Historic farm home with log cabin section, private retreat on 110 secluded acres - ideal family reunion, hiking, active lifestyles

Bed

Bath

Sleeps

$285.64

/ Nightly

Country House

Farmhouse close to Wedding venues, Wineries, breweries, shops. Dogs welcome!

Madison, Virginia, United States

Whindale Ranch is a scenic, quiet, well fenced 86 acre working cattle farm with beautiful rolling pastoral hills & a gentle meandering stream.brThe recently renovated house is 0.5 mile off VA-230/Orange Rd. on a well maintained gravel road. Away from traffic & maddening crowd!brThe spacebrThe quaint 3 bedroom house will feel like home. Equipped with new appliances for your convenience.brSmart TV's in the living room, master bedroom & outdoor patio.brSeparate office space with high speed internet (download 1000Mbps/Upload 600Mbps) & printer available for those that feel they have to do some work. Just bring your laptop. Fully air conditioned & heated to keep you comfortable anytime of the year.brIf you’re not sitting comfortably on the front porch, covered patio or outside under the trees. You could be down at the picnic area next to the stream with your cooler, take a seat & soak in the tranquil ambiance. Or go splash in the shallow, cool, refreshing water!brTake a walk along the stream or spring fed water course. Abundant bird life including large Birds of Prey.brYou might even see the Bald Eagles. Don't forget your binoculars!brbrDogs are more than welcome, however we can't accommodate cats, sorry!brbrNOTE:br1. Cattle are relocated/removed in the Fall & brought back in the Spring.br2. Horses all year round but rotate around the paddocks.br2. Patio kitchen-counter water is switched off pre-winter & turned back on pre-summer. Exact dates depend on weather conditions.brGuest accessbrThe Whole house, Outdoor patio & Property.brFunctions & additional guests MUST be pre-approved by Dana or Torben.brNO ATV's or ANY off-road type vehicles are allowed to be used on the property by guests.brOther things to notebrPLEASE READ - About ‘Whindale Ranch’brbrNote: Garbage collection - Mondays, early morning.br• We have a septic system. Please do not flush anything besides the toilet paper provided, or pour anything down the sink.br• There is a fire extinguisher under the sinkbr• Please feel free to use what we have provided, however please return all items back where you found them.br• Smoking is not allowed inside of the home. Smoking is allowed outside only. All smoking material must be disposed of and removed from the property. All areas of the property should be left free of cigarette butts.br• First Aid kit located in the cupboard by the Hall bathroom.br• Extra blankets & Pillows are in the cupboards of each room.br• Towels, hand towels and facecloths are located in the cupboard outside of the hall bathroom. Please leave all dirty laundry in the clothes basket provided in the mud/laundry room.br• Dish cloths, dish towels and hot mats are in the drawer to the right of the sink.br• Please do not cut on the kitchen counter tops, use the supplied cutting boardbr• Grill utensils - Tongs, Spatula, are in the drawer to the left of the sink.br• Coffee is in the right-hand upper cabinet by the sink.br• Internet: There is Wifi at the Ranch, Sign in info on the bookcase in the living roombr• TV: There are many local channels available. The TV’s in the Living room, master bedroom & outdoor patio are smart TV’s so you can bring/use your own streaming devices. PLEASE Cover the Outdoor patio TV when not in use, especially during inclement weather conditions.br• Office: There is hardwired high speed internet connection in the office. Printer & paper provided for your use.br• A professional pest control company treats the house & outdoor area on a regular basis all year round. This however does not stop the odd insect from getting in when doors are opened.br• Nature walks: you are welcome to walk anywhere on the property, please remember this is a working cattle farm. Keep all Gates Closed. Cattle see dogs as predators and may give chase, so please make sure you do not walk among them when you have your dog with you.brPLEASE make sure your dogs don't chase the livestock.brbrAlso be aware of the electric fence warning signs!brbr• Wildlife: Please keep in mind that there are Deer, Raccoons and Coyotes on the propertybr• Ranch livestock: PLEASE do not feed.br- Horses are young & could bite, plus there is an electric fence. So please be CAREFUL!br- Water is drawn 420 ft below ground level & filtered, so is absolutely safe to drink.brbrbrbrCHECK OUT Procedure:br•Please vacate the property by 11:00ambrNote: Return furniture/equipment to original positions if they were moved for whatever reason.br•Wipe off kitchen counters and stove. Including Outdoor patio counters.br•Clean BBQ grills if you used them. Propane on the Porch, Charcoal & propane in the Outdoor patio.br- Clean out ash from the Fireplace in the Outdoor Patio if you used it.br• Remove food from refrigerator and freezer, including the patio mini-fridge.br• Wipe out refrigerator(s)br•Place all used bed sheets, pillowcases and towels in the clothes basket. (and any blankets if soiled)br•Please leave me a note of anything you think I need to change or improve. Let me know of any minor incidences such as broken dishes, glasses, utensils, and small appliance failures to me so that I may replace it for the next guest. I understand that accidents do happen.br•Put all trash in the green garbage can outside the kitchen and make sure the lid is securely closed so raccoons cannot get in and make a mess.br• Please clean up after your pets including muddy footprints!br• Roll up Porch Blinds if you used them.br• Call or message if you have any concerns or questions.br• P.S. Please leave a message in the guest bookbrPlease post photos on #whindaleranchbrbrbrLIABILITYbrThis home is privately owned. The owners are not responsible for any accidents, injuries or illness that occurs while on the premises or its facilities. The homeowner is not responsible for the loss of personal belongings or valuables of the guest.brBy using any of these items, the guest and members of the guest’s party are expressly assuming the risk of harm arising from their use of the premises or others whom they invite to use the premises.

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Sleeps

$134.02

/ Nightly

Cottage

Robinson River Roost - Country cottage near Shenandoah NP

Madison, Virginia, United States

Enjoy a slice of the country life in our rustic 2 BR, 1.5 bath cottage nestled along the Blue Ridge in Madison County. Great for a family or friends. Minutes to scenic hikes at White Oak and Old Rag in Shenandoah National Park, plus wineries, breweries and festivals at Graves' Mountain Lodge. Steps away from the trout fishing and swimming holes of the peaceful Robinson River, plus Possum's Store across the street. Convenient to Charlottesville, Culpeper, Monticello, Luray Caverns, Camp Varsity.brbrBASICS:br1,300 sq ft rustic cottagebrCentral air and heat, new windowsbrElectronic keypad for accessbrHigh-speed wireless internetbrNo cell service in our neck of the woods, but wifi texting and calling works!brWasher and dryerbrNon smokingbrKid friendly - they'll love the river!brPets welcome - dog crate availablebrbrBEDROOM 1brQueen bedbrDresserbrFull-size closetbrbrBEDROOM 2brPyramid bunk beds (twin bed over full bed - sleeps 3)brWardrobebrFull-size closetbrPack & Play, baby gate, iron and ironing board, and two sleeping mats in closetbrSeparate exterior entrancebrbrMAIN ROOMbrComfortable seating areabrSmart TV with Roku (includes YouTubeTV subscription)brSmall desk + chairbrSmall selection of games and playing cardsbrbrBATHROOMSbr1 full bathbr1 half-bathbrTowels providedbrHand soap providedbrShampoo/conditioner/body wash providedbrbrKITCHENbrElectric range/ovenbrFull-size refrigeratorbrSmall dishwasherbrBasic dishes, pots, pans and utensilsbrKitchen towels, dish soap and pot holders providedbrCoffee makerbrMicrowavebrToaster ovenbrBanquette comfortably seats 5+brBreakfast bar seats 4brbrEXTERIORbrFirepit with firewood providedbrGas grillbrPatio table and chairs with umbrellabrGravel parking area for 4 vehiclesbrAdjacent field for kids or pets to play

2

Bed

1

Bath

5

Sleeps

$283.97

/ Nightly

Private Vacation Home

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Madison, Virginia, United States

Enjoy a peaceful stay at this 3-bedroom home in Madison with lakefront and mountain views. The fabulous space features one queen bed and two full beds, perfect for families or groups. Guests will appreciate three bathrooms, each equipped with a refreshing shower and a hair dryer for convenience. Stay comfortable year-round with heating and AC throughout the home. Whether relaxing indoors or exploring nearby, this awesome house offers a welcoming retreat. Book now and enjoy everything this house has to offer.

3

Bed

3

Bath

8

Sleeps

$400.72

/ Nightly

Country House

Serene 4-bedroom farmhouse 10mins from local wineries

Madison, Virginia, United States

Escape to this peaceful farmhouse in picturesque Madison. With four bedrooms featuring a mix of king, queen, twin, and bunk beds, guests find plenty of space to relax. Two bathrooms make getting ready easy and convenient. The home stays comfortable year-round with heating and air conditioning. Whether you’re unwinding after a day of exploring or enjoying quiet moments inside, this delightful farmhouse offers a perfect retreat. You’re sure to make fantastic memories with a stay at our place.brbrDating back to 1851, this early American farm has been in the same family since the 1930s. It has been lovingly cared for and tastefully updated with modern conveniences, all while retaining its period charm.brbrSet on Main Street in the historic town of Madison, the property offers the experience of a working farm with the convenience of nearby restaurants, wineries, and popular hiking spots.

4

Bed

2

Bath

8

Sleeps

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