Vacation Rentals By Owner In Whitingham, VT

$252.0

Little Cabin, rustic 4 bedroom near Mt. Snow and Berkshire East

Whitingham, Vermont, United States

The Little Cabin is a rustic wood cabin located in beautiful rural Vermont land, and a great deal for a no-frills, idyllic getaway in every season. Four bedrooms and a naturally lit dining room allow up to 10 guests to comfortably unwind, along with a cozy stove-heated living room. In winter, admire the fields of snow from inside or drive 15 miles to enjoy all Mt. Snow or Berkshire East have to offer. Spring means the maple sugaring season, and summertime brings warm weather perfect for exploring Lake Whitingham, 15 minutes from the Little Cabin. Last but far from least, Vermont’s fall foliage stuns even locals, and our cabin is the perfect place to take it all in. Hiking in the Green Mountains is excellent year round, and the Bennington Long Trail access point is only 30 minutes away. Jacksonville has gas stations and convenience stores, and the town of Wilmington is 10 minutes away by car for a grocery store, pharmacy, restaurant, and shops. Bennington and Brattleboro are each 40 minutes from the cabin if you want a taste of urban life. We look forward to welcoming you to our magical space.brbrOur cabin is beautiful and bare-bones. The main heating element for the home is a wood pellet stove, which guests must bring with them! Wood pellets are available at Home Depot in Greenfield, MA, (conveniently located between I-90 and the cabin), as well as at many Lowe’s, Walmart, and Tractor Supply Co. locations. Two bags per day will keep you cozy. Instructions for the pellet stove are next to the stove, and we ask that you stop adding pellets before bedtime for fire safety. There is gas heat to keep the property safe from freezing pipes. Please do not adjust the thermostat!brbrThe Little Cabin is a shoes-off home. Feel free to bring slippers or use a pair from the basket of handmade slippers next to the entrance. Guests must bring linens, bath towels, and dish towels. We stock toilet paper, paper towels, dish soap, body wash, and laundry detergent. There is one full bathroom on the first floor, as well as a washer and dryer. The bedrooms are all on the second floor. Two bedrooms have only curtains in the door ways, with one queen bed in each room. The third room has a door and a queen bed, and the fourth room has a door and two queen beds. The comforters are thick and warm. The ceilings on the first floor are only 6 feet tall, so watch your head! brbrAll garbage and all food must be taken with you when you leave. Trash cans and fridge should be empty and garbage taken home.

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Sleeps

$946.4

/ Nightly

Private Vacation Home

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Whitingham, Vermont, United States

An experience like no other... all for less than $47 a night per person! A perfect blend of historic charm and 21st century comforts. Our house is a unique Victorian Mansion set on 3 beautiful lakeside acres in southern VT. There’s room for everyone in your group to have their own space, along with common areas for friends and family to gather together for meals, talks, games, and fun. Our house is close to boating, fishing, skiing, snowboarding, hiking, and all that VT has to offer.brbrOur spacious home boasts 6 master bedroom suites with private full baths and 2 additional bedrooms with twin beds. Our kitchen is fully equipped with pots, pans, and utensils, for those big family dinners or late morning breakfasts. Have your meals together in the spacious dining room. There are three living areas: the Living Room, with TV and gas fireplace; the Lounge, a perfect space for drinks, games, and conversation; and the Family Room with a huge sectional and a 75” TV - perfect for family movie night. The house is well stocked with bedding, linens, and includes a washer and dryer, and has a heated mudroom with plenty of storage for ski gear and equipment.brbrThere are extensive grounds outside the house that include a patio, hot tub (with heated deck mats in the winter), and picnic table. Just steps away is Sadawga Lake, where you can fish, kayak, hike, ice skate, or sit near the waterfall and enjoy the sun. Less than a mile away is the Harriman Reservoir southern boat launch. There are so many nearby attractions, including skiing, snowboarding, snowmobiling (VAST trail down the street), hiking - not to mention numerous shops, restaurants, and breweries.

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Sleeps

$378.66

/ Nightly

Private Vacation Home

Sadawga Springs Retreat

Whitingham, Vermont, United States

Easily accessed from New York and New England, the retreat is nestled in the heart of historic Whitingham Village, and in walking distance to placid Lake Sadawga and the recreational Harriman Reservoir. Our rear deck terrace is perfect for outdoor entertaining. A 15 minute drive to Wilmington shops and restaurants, we are 25 minutes from Mt. Snow Resort, 35m from Mass MOCA Art Museum (No. Adams, MA), and 40m from Bennington, Manchester, Brattleboro, VT, and Western Mass attractions. We have a hot tub that is available from Spring to Fall.

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Sleeps

$876.11

/ Nightly

Private Vacation Home

Private Large Spacious Mt Snow Ski-Lake Home Vermont

Whitingham, Vermont, United States

Come relax with your family and friends at this private and centrally located home situated on Ryder Pond. 15 mins to Mt. Snow for skiing, 5 mins to Harriman Reservoir for kayaking, paddle-boarding and swimming. EV charger in garage.brbrTake a dip in our hot tub after a long day, watch the sunset from our beautiful deck, relax while surrounded by 20 acres of beautiful land. 7 min drive to downtown Wilmington for great dining, shopping and cafes. Try the local maple syrup/homemade ice cream and enjoy the outdoors!

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$328.15

/ Nightly

Private Vacation Home

Cozy Southern Vermont Home w/ On-Site Trails

Whitingham, Vermont, United States

Treat yourself or a loved one this holiday season to a peaceful escape at this 2-bed, 1-bath vacation rental. If you're visiting in winter, spend the day shredding the slopes at Mount Snow, or build a fire and cozy up with a good book. If you're seeking more temperate days, wander the property's vast acreage and admire stunning foliage in the fall, and lush greenery in the summer. For a taste of what's local, visit a variety of sugar houses, apple orchards, and renowned New England restaurants.brbr-- THE PROPERTY --brbrMRT-11153470-001 | 70+ Acres | On-Site Hiking & Snowshoeing | 20 Mi to Mt. SnowbrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed brbrHOME DETAILS: Flat-screen TV, wood-burning fireplace, dining tablebrOUTDOOR SCENERY: Covered porch w/ rocking chairs, back deck w/ forest view, wooded trailsbrKITCHEN: Cooking basics, stainless steel appliances, dishware & flatware, microwave, drip coffee makerbrGENERAL: Towels/linens, free Starlink WiFibrFAQ: Access only by stairs, exterior security cameras (2, facing out), no A/CbrPARKING: Driveway (4 vehicles), RV/trailer parkingbrbr-- THE LOCATION --brbrWINTER RECREATION: Cross-country skiing & snowshoeing (on-site), Berkshire East Mountain Resort (14 miles), Mount Snow Resort (19 miles), Prospect Mountain Ski Area (23 miles), Stratton Mountain Resort (32 miles)brSUMMER ADVENTURE: Hiking & birdwatching (on-site), Harriman Reservoir (5 miles), Mt. Olga Trailhead (10 miles), Hogback Mountain Conservation Area (11 miles), Mount Haystack Trail (13 miles), Mohawk Trail State Forest (16 miles), Natural Bridge State Park (24 miles)brALL-SEASON FUN: Downtown Wilmington (10 miles), Southern Vermont Natural History Museum (12 miles), Brattleboro Common (25 miles), Downtown Bennington Historic District (30 miles)brAIRPORT: Rutland Southern Vermont Regional Airport (73 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties, or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs to accessbr- NOTE: The property does not have air conditioningbr- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located on the front porch facing out, and camera 2 is located on the side porch facing out. The cameras are outward facing and do not look into interior spaces. The cameras will record video only while guests are in residence

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Sleeps

$265.44

/ Nightly

Private Vacation Home

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Whitingham, Vermont, United States

This very private 3 bedroom, 1 bath, getaway is off the beaten path nestled on 28 quite wooded acres that abut the Green Mountain State Forest This newly updated home is very open, bright & airy with all new appliances. Close to Sadawga Lake and the Harriman Reservoir for boating, swimming, fishing or just relaxing by the shore. The VAST snowmobile trails are around the corner and snow shoeing & hiking can be done right on the property. Mount Snow is a quick 25 minute ride. Berkshire East Mountain Resort is about 30 minutes away and offers 4 season fun as well. There are also loads of hiking areas in the vicinity. Relax on the deck or set up yard games by the firepit.

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$557.03

/ Nightly

Cabin

Charming Home with Lake and Mountain View

Whitingham, Vermont, United States

The Vermont Vista Cabin • Private 10-Acre Escapebrbr★☆ ABOUT OUR HOME ☆★brWelcome to your private Vermont escape — 10 peaceful acres overlooking Lake Whitingham and Haystack Mountain. This 5-bedroom, 3-bathroom home combines cozy rustic charm with modern comfort, offering the perfect setting for family gatherings, group adventures, or a peaceful getaway.brbrSip coffee on the expansive deck as the morning fog lifts off the lake, relax by one of two fireplaces, or enjoy the panoramic mountain views from the great room. Whether you’re exploring nearby trails or stargazing under clear skies, this home promises complete privacy, breathtaking scenery, and the best view in Vermont.brbrYour next unforgettable stay starts here—welcome to your Vermont getaway.brbr★☆ BEDROOM ARRANGEMENT ☆★brSleep soundly in one of five inviting bedrooms:br☛ Bedroom 1: 1 Queen Bedbr☛ Bedroom 2: 1 Queen Bedbr☛ Bedroom 3: 1 Queen Bedbr☛ Bedroom 4: 1 Full Bedbr☛ Bedroom 5: 2 Full Beds (Loft type)brbrEach room offers cozy comfort, soft linens, and plenty of space to recharge after a day outdoors.brbr★☆ NEARBY ATTRACTIONS & LANDMARKS ☆★brAdventure and small-town charm are just minutes away:br☛ Lake Whitingham – Vermont’s largest lake, ideal for kayaking, swimming, and fishingbr☛ Haystack Mountain – Hike to panoramic views just a short drive awaybr☛ Mount Snow Resort – Ski, snowboard, or enjoy après-ski dining (approx. 20 miles)br☛ Downtown Wilmington – Explore shops, local art, and cozy cafésbr☛ Harriman Reservoir – Perfect for boating and wildlife watchingbrbrAdventure is always just around the corner.brbr★☆ LIVING ROOM ☆★brGather in the vaulted-beam great room, where sunlight pours through large windows framing panoramic mountain and lake views. A grand wood-burning fireplace anchors the space, surrounded by plush leather seating, rustic wood paneling, and cozy touches that make you feel instantly at home.brbrEnjoy a family movie on the Smart TV, play the piano, browse the bookshelves, or unwind with a glass of wine as the sun sets behind the peaks.brbr★☆ KITCHEN & DINING ☆★brThe heart of the home — a bright and fully equipped kitchen featuring custom sage-green cabinetry, open shelving, and all the essentials for cooking and baking. Enjoy the convenience of both a drip coffee maker and espresso machine, plus all your cookware and utensils.brbrThe adjoining dining area features a large wooden table beside a wall of windows showcasing the stunning landscape. A brick fireplace adds warmth and charm — perfect for shared meals, board games, or planning your next adventure.brbr★☆ OUTDOOR SPACE ☆★brStep outside to the wraparound deck for unmatched views of Lake Whitingham and the Green Mountains. Fire up the grill, dine outdoors, or simply relax in the Adirondack chairs while taking in Vermont’s famous fall foliage.brbrWith 10 private acres of open space, you’ll enjoy total seclusion and plenty of room to roam — ideal for kids, pets, and outdoor fun.brbr☛ Outdoor amenities include:br☛ Volleyball setbr☛ Badminton racketsbr☛ Spikeballbr☛ Wiffle ball setbrbrAt night, the stargazing here is truly magical.brbr★☆ KEY FEATURES ☆★br☛ 5 bedrooms | Sleeps up to 12br☛ 3 full bathroomsbr☛ Two fireplaces (living & dining rooms)br☛ Piano, board games, cards, books, and entertainmentbr☛ 10 private acres with breathtaking viewsbr☛ Fast Wi-Fi & Smart TVbr☛ Washer & dryerbr☛ Free on-site parkingbr☛ Pet-friendly (up to 4 pets allowed)brbr★☆ HOUSE RULES & THINGS TO NOTE ☆★br☛ Check-in: After 4:00 PMbr☛ Check-out: By 10:00 AMbr☛ No Smoking: Inside the homebr☛ Pets: Up to 4 well-behaved pets ($100 per pet fee)br☛ Parties/Events: Not permitted — please enjoy the space respectfullybr☛ Quiet Hours: 10:00 PM – 8:00 AM. Kindly keep noise low during these hours to maintain the peaceful atmosphere.br☛ Driving Note: Do not take “E Road” to reach the property — it’s impassable for most vehicles. Always use Google Maps, which provides the correct route. For example, the drive to Dunkin’ is approximately 18 minutes via the safe and proper route.br☛ Safety: Please supervise children on the deck and stairs at all times.brbrbrFirewood Note:brbrFirewood and fire starters are provided. Please note that fires are only possible when conditions are safe, extreme cold, snow, or blocked access may prevent use.brbrExperience Vermont’s beauty, peace, and pure relaxation!

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$425.6

/ Nightly

Private Vacation Home

Beaver's Bend Lakefront Retreat ~16 mi to Slopes & Pet Friendly!

Whitingham, Vermont, United States

Tucked away in the bends of Whitingham, you’ll find our family’s home - 2nd Fiddle, where our Irish touch is sure to make you feel at home & our NYC energy will keep you entertained. Our home is stocked with paddle boards, canoes, blow up rafts, games, Smart TV's, grill & more. To enjoy all Vermont has to offer, we are across the road from Harriman Lake & only 30 minutes from Mt Snow, with the towns of Wilmington & Dover peppered along the way. Come make memories to last a lifetime!brbrWe have a s spacious patio/porch with plenty of outdoor furniture with a grill and 2 dining tables overlooking our beaver pond and Lake Harriman. Enjoy our basement with L shaped couch, large TV, pool table, ping pong, and board games. We have a kitchen stocked with spices, tools, and pots & pans galore.

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$928.84

/ Nightly

Private Vacation Home

Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!

Whitingham, Vermont, United States

Experience your private slice of paradise in Vermont's scenic Green Mountains at this family vacation rental in Whitingham! Nestled on 13 wooded acres with a hot tub, multiple living areas, a fire pit, and a game room, this 5-bedroom, 4-bath home offers incredible spaces for you and your loved ones to spend quality time. Winter brings opportunities to hit the slopes at Mount Snow, Berkshire East Mountain, or other nearby resorts, while summer days are ideal for hiking and relaxing poolside.brbr-- THE PROPERTY --brbrMRT-11153470-001 | Private Pool | Fire Pit | Sledding & Snowshoeing On-Site | ~14 Miles to Berkshire East Mountain Resort | High Speed InternetbrbrIdeal for multigenerational families and outdoorsy groups, this peaceful property offers the perfect space for entertaining and creating lifelong memories.brbrBedroom 1: King Bed | Bedroom 2: King Bed, Twin Bunk Bed | Bedroom 3: Queen Bed, Twin Bunk Bed | Bedroom 4: Queen Bed, Twin Bunk Bed | Bedroom 5: Twin Bed | Additional Sleeping: Pack ‘n PlaybrbrOUTDOOR LIVING: Seasonal outdoor pool (mid June - end August, fenced, depth 3’ - 9’), seasonal pool house w/ full bathroom, spacious backyard, upper & lower decks, mountain views, hot tub, gas grillbrKITCHEN: Fully equipped, 2 full refrigerators, butcher block table, 6-burning professional gas range, cooking basics, spices, coffee maker, dishware/flatware, paper towels/trash bags, blender, toasterbrINDOOR LIVING: Smart TV w/ Roku, 3 stone fireplaces (firewood provided), game room w/ pool table, ping pong & foosball, dining table, high chair, farmhouse style interiorbrGENERAL: Free WiFi (150 Mbps), linens/towels, complimentary toiletries, washer/dryer, hair dryer, iron/board, keyless entry, central A/C & heatingbrFAQ: 2 steps required to access, bedroom & bathroom on main floor, 2 exterior security cameras (facing out toward driveway & pool area), pet fee (paid pre-trip), 4WD recommended in winter & springbrPARKING: Garage (1 vehicle), driveway (10 vehicles), RV/trailer parking is allowed on-sitebrbr-- THE LOCATION --brbrWINTER RECREATION: VAST snowmobile trails (steps away), Berkshire East Mountain Resort (14.2 miles), Mount Snow Grand Summit Resort (17.0 miles), Prospect Mountain Ski Area (22.7 miles), Brattleboro Ski Hill (25.3 miles), Stratton Sun Bowl Base Lodge (30.9 miles), Bromley Mountain Ski Resort (44.2 miles)brGREAT OUTDOORS: Lake Sadawga (2.7 miles), Harriman Reservoir (5.5 miles), Molly Stark State Park (10.6 miles), Green Mountain Beach (10.9 miles), Hogback Mountain (12.9 miles), Mount Snow Golf Club (16.2 miles), Woodford State Park (19.4 miles), Green Mountain National Forest (20.6 miles), Natural Bridge State Park (23.9 miles), fishing, swimming, hiking, snowmobiling, golfingbrATTRACTIONS: Wilmington Antique and Flea Market (8.3 miles), The Art of Humor Gallery (10.3 miles), Southern Vermont Natural History Museum (11.9 miles), Creamery Covered Bridge (25.0 miles)brNEARBY TOWNS: Wilmington (9.4 miles), Dover (16.6 miles)brAIRPORT: Albany International Airport (69.7 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- This property has a strict maximum occupancy of 12 adultsbr- No smoking br- Pet friendly w/ $75 fee per stay (+ fees & taxes, dogs only, max 1)br- No events, parties, or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: 4-wheel drive or all-wheel drive is necessary in the winter and spring months to access the propertybr- NOTE: Guests may utilize the attached garage to store skis, but the detached garage is not available for guest usebr- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located on the front of the house facing towards the driveway and camera 2 is on the back of the house facing towards the pool area to monitor the snow accumulation on the pool cover for safety. The cameras are outward facing and do not look into interior spaces. The cameras record video and audio when activated by motion

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Sleeps

$330.54

/ Nightly

Private Vacation Home

Home 15 Mi to Berkshire East & Mount Snow!

Whitingham, Vermont, United States

Vermont Post & Beam Home | Wood-Burning Stove | 25 Mi to BattleborobrbrLocated just north of the Berkshires, this 4-bedroom, 2.5-bath Whitingham vacation rental ensures easy access to all-season recreation! The hand-built home has plenty of rustic charm and all the modern amenities for a relaxing stay — the perfect place to unwind after a day of adventure. Enjoy summer fun on Lake Whitingham — just 6 miles away — or pack your skis for a day at Berkshire East or Mount Snow!brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4 (Access Via Ladder): 2 twin bunk bedsbrbrINDOOR LIVINGbr- Smart TVbr- Wood-burning stove (wood provided)br- Dining tablebrbrOUTDOOR LIVINGbr- Deck w/ dining tablebr- Private yardbr- Fire pitbr- Wooded viewsbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee pot, blender, toaster oven, microwavebr- Cooking basics, dishware & flatwarebr- Trash bags & paper towelsbrbrGENERALbr- Free WiFibr- Central heating, ceiling fansbr- Washer & dryer, linens, towelsbr- Complimentary toiletries, hangersbr- Jacuzzi tub (primary bathroom)br- Keyless entrybrbrFAQbr- No A/Cbr- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- 2 steps for entrybr- 3-story home, all bedrooms on 2nd & 3rd floorsbrbrPARKINGbr- Driveway (6 vehicles)brbr-- THE LOCATION --brbr- 1 mile to Sadawga Lakebr- 6 miles to Lake Whitinghambr- 7 miles to Wilmingtonbr- 14 miles to Berkshire East & 16 miles to Mount Snow Resortbr- 25 miles to Brattleborobr- 68 miles to Albany International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 3-story home requires 2 steps for entry. Interior stairs are required to access the 2nd-floor bedrooms and bathrooms, and a ladder is required to access the 3rd-floor bedroombr- The property has ceiling fans but does not offer air conditioning br- Your safety matters. This property features 1 exterior security camera located on the garage facing outward toward the house. It does not look into any interior spaces. The camera records audio and video when motion is detected

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$755.07

/ Nightly

Cabin

Vermont Lake Front Log Cabin Close to Mt. Snow

Whitingham, Vermont, United States

I personally built this stunning handcrafted log home back in 1998. It features over 500' of frontage on beautiful, peaceful Sadawga Lake, in the Town of Whitingham, set on eight acres at the end of a half mile long, private dirt road. Two sided covered porch, gas grille, table with chairs and air swing to relax and enjoy the lake views. There are four kayaks there for your use. Great fishing, hiking, kayaking, and the peace and quiet we all deserve.brbr Inside the cabin, there is a floor to ceiling field-stone fireplace in the spacious and ultra comfortable living room, gorgeous cherry and maple wood floors handcrafted from the trees off my property, full kitchen and bath, and bedroom with one queen bed first floor. Master bedroom loft featuring hot tub, King Size Log Bed, and half bath. brbrWifi throughout the home.brInside you will find two sets of triple french doors in the living room that give you beautiful views of the lake and surrounding mountains. brbrPrivacy abounds at the end of the dirt road, home is surrounded by woods and water.brbrFor your winter sports, we are less than 30 minutes to excellent skiing at Mt Snow, and we have direct access to the VAST snowmobile trail system, right off the property.br

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$474.13

/ Nightly

Cabin

Lakefront House with Stunning Views and Great Room

Whitingham, Vermont, United States

This waterfront home on Sadawga Lake is the perfect family getaway or couples retreat. The spacious log style home has a wraparound deck to take in the incredible views. The home has a large open concept great room, a dining area, and kitchen. On the first floor, there are two pull out couches in the great room, full bath, and two bedrooms, each with a queen bed. The second floor has the primary suite with a king bed and vaulted ceilings, a second full bath, and loft with a pull out couch. The deck has a sectional sofa perfect to lounge on. There are two wooden lounge chairs to soak up the sun. The house has an unfinished basement with a brand new ping pong table. brbrThe property has a private boat dock and direct water access on Sadawga Lake for fishing, swimming, and boating in the summer. The boat dock is removed from September thru May, although there is still access to the lake for ice fishing. The fall foliage is also stunning. The property has nearly 360 degree views of the water and mountains, with sunrise views through the large windows facing the lake. There are two kayaks with paddles and life jackets that guests can use on Sadawga Lake at no additional cost. The property has a Weber propane grill, fire pit, and outdoor volleyball net to enjoy the outdoors. brbrThere are nearby hiking trails, golf courses, and direct VAST snowmobile access. The cabin is just a short drive from the Harriman Reservoir (~2 minutes away), Wilmington (~14 minutes away), Mount Snow ski resort (~25 minutes away), and Berkshire East ski resort (~28 minutes away). Harriman Reservoir, also known as Lake Whitingham, is the largest body of water located entirely within the state of Vermont and extends about 10 miles, with clear waters, picnic/beach spots, and boat launches. Historic downtown Wilmington offers shops and an array of restaurants.brbrThe three bedroom property includes 1 king bed, 2 queen beds, 3 queen size pull out couches, ping pong table, weber propane grill, stove, oven, fridge, microwave, Keurig coffee maker, iron, ironing board, panini press, toaster, rice cooker, slow cooker, colander, pots, pans, plates, glasses, wine glasses, dish washer, and utensils. The house has internet/Wifi. If you have questions about any other amenities that you need, please ask us so we can let you know if we have it.

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Sleeps

$944.56

/ Nightly

Chalet

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski

Whitingham, Vermont, United States

Family Friendly Chalet perfect for all season`s . Minutes from Beautiful Wards beach at Lake Whitingham and 15 minutes from Mt Snow and the Hermitage mountain Skiing. 5 minutes from quintessential Vermont town of WilmingtonbrSummer:brWalk to the amazing non developed lake. you can Kayak, boat, fish. Stream runs along the property. Pond in the rear of the property.brWinter: brSnowmobile & snowshoe right outside the door. 15 Minutes from MT Snow and the Hermitage clubbrFall: brFoliage, Hiking, Breweriesbrbr6 Bedroom/2 Bath sleeps up to 18 guests. brGround level- bedroom#2,3,4br1st level- bedroom#1br2nd Level- bedroom#5,6brNew Hot Tub right outside the Master bedroom in the ground levelbrbr* - Primary renter must be 30 and overbrbr*- Pets will be considered( Type, size, etc) for a fee of $75/ up to 3 night stay. $150 for anything over 4 nights. Please inquire about your pet before booking.)brbr*- Once Booking is confirmed a rental agreement will be required to be signed with a photo idbrbr*- A preauthorization charge of $500 will be placed on your CC in leu of a refundable security deposit just prior to checkout. This charge will be released no later than 5 days from your departure.brbr*- When booking with CC the CC processing fee is no refundable. Any booking cancellation will be refundable based on the cancellation policy minus the CC processing fee for the amount paid.brbrbrThis property has additional guest fee beyond 12 guest. The additional pricing will show in your booking amount but does not show correctly on the VRBO platform. VRBO is working to resolve this issue.br* - Primary renter must be 30 and overbrbr*- Pets will be considered (Type, size, etc) for a fee of $100 per pet / up to 3 night stay. $175 for anything over 4 nights. Please inquire about your pet before booking.)brbr*- Once Booking is confirmed a rental agreement will be required to be signed with a photo id

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Sleeps

$812.0

/ Nightly

Apartment

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham, Vermont, United States

Welcome to Pi π aka Lakefront Loft. A one of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock. brOur spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Bedroom 1 we've nicknamed the glass bedroom with three sides floor to ceiling total glass windows. Bedroom 2 has two large floor to ceiling windows and a 55 inch tv. Bedroom 3 is accessed by the custom made cherry wood spiral staircase. This bedroom has led multi-color changing lights in the ceiling and a sliding glass door to your own private balcony. brOur kitchen is fully equipped with western sunset views. This full kitchen with an 18 foot counter has state of the art appliances, a direct inline Keurig coffee maker (never have to fill the water again!) All utensils including pots, pans, etc., for those big family dinners or late morning breakfasts. Have your meals together on our very cool dining room table made from a shipping container door! Don’t want to eat in the kitchen Well there are three deck levels allowing for all kinds of dining experiences including a rooftop deck with propane firepit. brThe Living Room is a perfect space with a 65 inch FRAME TV and 54 inch built in driftwood log gas fireplace operated by remote control. This perfect space can double by opening the huge accordion style glass doors to your enormous deck space with its own propane firepit. Perfect for drinks, games, and conversation. The house is well stocked with bedding, linens, and includes a washer and dryer. Your comfort is of utmost importance. There is radiant heated flooring as well as mini split units providing AC in every living space.brbrThere are extensive grounds outside the house that include three deck levels ( each with direct piped in propane 40 inch lava rock firepits, hot tub (with heated deck mats in the winter), custom-built sauna and more. Just steps away is Sadawga Lake, where you can fish, kayak, hike, ice skate, or sit near the waterfall and enjoy the sun. Less than a mile away is the Harriman Reservoir southern boat launch. There are so many nearby attractions, including skiing, snowboarding, snowmobiling (VAST trail down the street), hiking - not to mention numerous shops, restaurants, and breweries. We own the local general store and Taproom (bar/restaurant) with live music every weekend, pool table, skeeball and shuffleboard with a cool automotive theme throughout. Just 4 miles down the street. AND we deliver groceries, prepared meals and our famous 20 inch New Haven style pizza. We are told we have the best gluten-free pizza.

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$337.87

/ Nightly

Private Vacation Home

Black Bear Brook: Between Mt. Snow and Berkshire East. Minutes to lakes/hiking.

Whitingham, Vermont, United States

Bring the whole family (or two) to this historic 1865 home with lots of room for fun. This 5 bedroom antique New England home is situated between Lake Whitingham and Lake Sadawga. 11 minutes from Wilmington, 20 minutes from Mt Snow or Berkshire East. You can boat, ski, fish, swim or hike. It's the perfect house for families to vacation with a game room on the third floor including ping pong and fuse ball. brbrThe house sleeps 10 comfortably with a pull out couch in the downstairs living room for up to 12. The kitchen has all amenities (coffee maker, slow cooker, blender, etc), a live edge wood countertop, washer and dryer. It looks out over the living room so no one has to be left out while they cook. That open space leads into a dining room overlooking the yard where you can watch the local wildlife and listen to the brook flow by. A separate space on the first floor is a media room so you can enjoy a movie or a game. A half bath rounds off the first floor. The second floor has 5 bedrooms and 2 bathrooms including two showers and a soaker tub. The third floor is entirely a game room with ping pong, fuse ball, basketball and more. The backyard has a dining area, backyard games and a firepit. The brook runs at the back of the property and you can dip your toes on those hot days. There is plenty of space for a family or two to enjoy a wonderful time in the Green Mountains skiing, hiking, swimming, exploring one of the many shires or attending one of the many local festivals year round. brbrThings to do: brMt. Snow (skiing): 20 minutesbrBerkshire East (skiing, biking, white water rafting): 20 minutesbrProspect Mtn (skiing): 20 MinbrLake Whitingham (boating, fishing, swimming): 1 minute drive, 5 minutes walkbrLake Sadawga (ice fishing, fishing and swimming): 1 minutes drive, 5 minutes walkbrWilmington Center (shopping, summer flea marker): 11 minutesbrJacksonville (live music): 5 minutesbrNorth Adams (Mass MOCA): 30 minutesbrPine Hill Orchard (apple Picking): 20 minutesbrHiking: Everywhere... br Our driveway is monitored by camera to ensure arrival and departure but has no audio.

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$162.4

/ Nightly

Apartment

Lake Whitingham & Mount Snow Area Village Apartment

Whitingham, Vermont, United States

The apartment is in Jacksonville Village in the town of Whitingham. The property is a 5 mile drive to Lake Whitingham, 10 minutes to Wilmington, and 25 minutes to Mount Snow. With 2 full beds in 2 bedrooms, guests can relax in comfort. Soak in the bathtub, enjoy eclectic decorating with antiques, AC, WiFi, TVs. Walk to the general store or grab pastries or sandwiches from the bakery. Have dinner or play at the local pub, Jax on Tap. Work or play - ski, kayak, swim, shop, antique, go to the theater - from your private apartment in the Village of Jacksonville.brbrWe strongly advise that you have snow tires when you visit the area in the late fall, winter, and early spring time and bring appropriate winter boots, coats, sweaters, hats, and mittens. We shovel paths through the snow to the door to the apartment, however, snow accumulates throughout the season and storms are frequent. Our driveway is cleared of deep snow, however, it typically has a layer of snow on it throughout the season. We encourage you to be weather aware and prepared.

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$333.2

/ Nightly

Private Vacation Home

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Whitingham, Vermont, United States

UP TO FOUR MORE ADDITIONAL GUESTS CAN CAMP ON THE LAKEFRONT PROPERTY. Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store, located 5 minutes away, will make you fresh egg sandwiches, pastries, and coffee. For lunch, come in and get fresh made subs or our famous brick oven pizza slices. brbrA perfect getaway for couples, friends, or family in every season. Enjoy kayaking, fishing, ice skating and boating on serene Sadawga Lake. Our tiny home sits just steps from the shore with amazing views of the lake and the mountains. It's a quick drive to skiing at Mount Snow, shopping and dining in quaint WIlmington, and around the corner from the VAST trail. Enjoy a drink on the deck or a dip in the hot tub. End your day curled up on the leather couch in front of the fireplace.brbrThe tiny home has a spacious living room with views of the lake and the mountains. There is a fully equipped kitchen with refrigerator, stove, microwave, coffee maker, and toaster. The bathroom has a toilet, vessel sink, and rainhead shower with unique metal sides. The bedroom features a queen bed and a window seat with a direct view of Sadawga Lake.brbrThe lot is private and has 150 feet of lakefront with a dock. Take advantage of the beautiful, private deck and large hot tub that overlook the lake. We have a hammock to hang beneath the trees lakeside, or you can take out one of our kayaks to explore the beautiful floating island.brbrWe do allow pets at our tiny home and do not charge an extra fee for them. Because of the small size of the home, we request that pets are no larger than 50lbs. We also require guests to tell us that they are bringing a pet during the initial booking process.

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$503.56

/ Nightly

Private Vacation Home

'John's Farmhouse in Mount Snow' on 120 Acres!

Whitingham, Vermont, United States

James Gandolfini from 'The Sopranos' was a repeat guest at 'Mount Snow Farm,' a 120-acre former dairy farm nestled in the Green Mountains near Whitingham. This family-friendly property sits 2,300 feet above sea level, offering a view of the Harriman Reservoir in Wilmington. This 5-bedroom, 2-bath rustic vacation rental is reminiscent of days past, making it the perfect getaway to rest the soul and relax the mind! Mountain Snow Grand Resort is just 30 minutes away for 4 seasons of outdoor fun.brbr-- THE PROPERTY --brbrMRT-11153470-001 | Fireside Gatherings | Fantastic Sunset & Mtn Views at 2,300 Feet | Fully Stocked Kitchen | Frequented by a Sopranos Star brbrBedroom 1 (1st Floor): Full Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: 2 Twin Beds | Bedroom 4: 2 Twin Beds | Bedroom 5: Queen Bed | Additional Sleeping: Pack 'n PlaybrbrLIVING FEATURES: Flat-screen TV, charcoal grill, fire pit, deep wood paneling, entertainment system, wood-burning fireplace, hardwood floors, formal dining room w/ 8-person table, laptop-friendly workspace, board games, 1,900 sq ft brFULLY STOCKED KITCHEN: Refrigerator, stove/oven (gas range), dishwasher, drip coffee maker, kettle, microwave, toaster, toaster oven, cooking basics, dishware & flatware, oven mitts, pots, pans, cast iron skillets, spicesbrGENERAL: Free WiFi, washer & dryer, linens/towels, central heating, window & standing fans (all rooms), full-house generator, complimentary toiletriesbrFAQ: Stairs to access, bedroom on 1st floor, no A/CbrPARKING: Driveway (5 vehicles)brbr-- THE LOCATION --brbrFISHING: Sadawga Lake (5 miles), Lake Whitingham(8 miles), Harriman Reservoir (8 miles)brOUTDOOR REC: Deerfield Valley Sportsmen’s Club (3 miles), Molly State Park (5 miles), Hogback Mountain Conservation Area (6 miles), Hogback Mountain (7 miles), Harriman Reservoir (8 miles), Haystack Mountain (10 miles), Mount Snow Grand Resort (14 miles), Natural Bridge State Park (27 miles)brAREA HIGHLIGHTS: Wilmington Village Historic District (4 miles), Honora Winery & Vineyard (4 miles), Hermitage Club (9 miles), Creamery Covered Bridge (20 miles), Retreat Tower (21 miles), Bridge of Flowers (22 miles), MASS MoCA (28 miles)brAIRPORT: Albany International Airport (64 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID will be required upon check-in to ensure the guest on the reservation meets the 25-year-old age requirementbr- NOTE: There is no swimming in the pondbr- NOTE: Check-in and check-out times are flexible upon request (reach out to the homeowner for more information)br- NOTE: The firewood in the mudroom is for the indoor fireplace only. Guests are responsible for bringing firewood to use outsidebr- NOTE: This property requires stairs to accessbr- NOTE: The property does not offer A/C but does have cooling fansbr- NOTE: Please go to YouTube and search JohnsFarmDrone+Music1 to view aerial footage of the property!

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$664.16

/ Nightly

Private Vacation Home

Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

Whitingham, Vermont, United States

Welcome to Stonehedge Farm - This huge, beautiful, antique farmhouse sits on top of 10 acres of rolling hills overlooking the peaceful southern Vermont mountains. The sprawling home was built in 1840 and operated as family farm for generations. The gorgeous property retains that original charm while offering updated amenities for comfort and ease of living and proximity to all the fun activities of southern Vermont and the northern Berkshires. We welcome guests to enjoy a glass of wine overlooking the fall foliage from our deck; get cozy by the fireplace after a day of skiing or After snowmobiling on the VAST trail system nearby; enjoy cooking a meal in our well-equipped large country kitchen with all new appliances; enjoy the gorgeous lakes or the surrounding area for swimming and boating, or just relax in the comfort of our high quality beds looking out over the rolling hills and meadows behind the house. brbrThe spacebrThis beautiful post and beam home enjoys amazing views overlooking the surrounding hills, sunsets and sunrises from either side of the house, easy access to skiing, and much more. Inside, you'll find an open and elegant living space featuring exposed post and beam ceilings, burnished floors, and an open fireplace in the central living room. The full kitchen is spacious and charming, with lustrous cabinetry, a tiled center prep island, and plenty of counter space. There are two dining areas including a bright breakfast nook with seating for 4-6 offering lovely views of the rolling hills the other more formal dining room with seating for 8-10. brbrThe spacious home offers over 4,500 feet of living that is both cozy and spread out, giving you many different areas to relax and enjoy. There are seven bedrooms, four full baths, and one half-bath, making it the perfect retreat for large families or multi-family gatherings. On the first floor, two bedrooms each have queen-size beds and one with a twin size day bed and there are three full-size baths accompanying them. The second floor boasts the other four bedrooms: the first bedroom has a queen-size bed, the second has two twins (or a king), the third a queen, and the fourth room has a queen-size bed as well. The second floor also has a full-size bathroom as well as a half-bath. There are two sets of stairs to the second floor. One leads to 3 bedrooms and a full bathroom and the other to a secluded private queen bedroom suite with a half-bath and small hallway that is completely separate from the other second floor rooms. brbrCommon areas include two dining areas: a spacious living room with working fireplace; a family room with foosball table and air hockey; a private office with large desk, and a quiet sitting area/reading room. This bright home offers skylights in the kitchen and one of the second floor bathrooms. brbrThe living room leads out to a large deck overlooking the hills and fields behind the house. The deck has ample room for cookouts on the grill and relaxing in the sun. Beyond the deck there is a picturesque fire-pit where guests can enjoy family campfire time!brbrThe location is both secluded but accessible. On a quiet paved road, there are hiking, cross country skiing and nearby VAST trails all within walking distance of the house. A short drive away you will have access to the trails of Molly Stark State Park as well as Haystack Mountain. Skiing is 25 minutes north at Mount Snow. In the summer there are several very nearby lakes for swimming, fishing and boating. The best of the northern Berkshires including MASS MoCA is under 45 minutes away.

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$433.81

/ Nightly

Apartment

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Whitingham, Vermont, United States

Consider this apartment your home away from home while you visit Whitingham. Located in the historic EJ Roberts Chevy dealership building and home to the Jacksonville General Store and JAX on Tap Bar/Restaurant with pool table, shuffleboard, live music. This adorable space features three huge bedrooms, including a king bed, two queen beds, and a cozy full over full bunk bed—perfect for families or groups. With two bathrooms, guests can enjoy plenty of privacy and convenience. The peaceful atmosphere invites you to relax after a day of exploring. Whether you’re unwinding indoors or planning your next adventure, this tremendous apartment offers a comfortable retreat. Fall in love with Whitingham and enjoy the magic it has to offer. Plenty of parking for your vehicles and snowmobiles.

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2

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10

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Vacation Rentals By Owner In Whitingham, VT

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