Vacation Home Rentals By Owner In Wilmington, VT

$1333.4

Lux VT ski chalet with mountain views and apres ski amenities.

Wilmington, Vermont, United States

Rustic-chic 3100 square foot home. Double-height great room flows into dining and open kitchen for the ultimate entertaining experience. Total of 2 King bedrooms, 1 Queen bedroom + 2 bunk rooms can sleep 10 comfortably. 3 full bathrooms with 3 showers. brbrMain floor includes 60 smart tv, wood burning fireplace and open entertaining area. Large, full size kitchen is well equipped for cooking and dining at home. 1 King guest bedroom is on the main floor including an adjacent bathroom. Upstairs includes primary bedroom with Smart TV and ensuite bathroom, 1 guest bedroom with a queen bed, 1 bunk room with twin bunk beds, and the third bathroom. Downstairs family room has ping-pong, dart board, and PS5 console for the perfect kid zone. Also includes an additional bunk room with twin bunk beds. Huge front deck with a new 5 person hot tub. Store your ski gear in the heated 2 car garage. Large mudroom for keeping coats and accessories dry and warm.

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$381.88

/ Nightly

Private Vacation Home

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington, Vermont, United States

This custom-designed 3000 sq. ft. Timber frame home was built in 2007 and offers a wonderful setting to bring family and friends together. It is situated on a private, wooded lot 12 minutes from Mount Snow and 5 minutes from picturesque downtown Wilmington. It is also located 1/4 mile from the Lake Raponda boat launch and 3/4 mile from the lake's beach and swimming area.brThis home really flows with an open floor plan, perfect for get togethers of family and friends. Hardwood floors throughout, lots of windows & skylights, a majestic Great Room, a beautiful Fieldstone fireplace w/ a 48' hearth, a 4-seat breakfast bar, and an 8-person dining room table. The bathrooms are beautifully finished w/ over sized glass shower doors and the Master bath has a large 2-person Jacuzzi-jetted hot tub. brbrThe renovated basement has 9' ceilings, an extra bedroom and a full bathroom. The basement also has a wood stove, ping-pong table, and additional beds for sleeping. brbrAll beds have BRAND NEW pillow-top and Stearns & Foster mattresses, as of Aug. 2021.brbrTheater-sized 75 Smart TV with sound bar in the Great Room.brbrThere is also a great outdoor, dug-in fire pit on the lower lawn for summertime smores and campfire fun. brbrHome offers 4 bedrooms with beautiful, full bathrooms on all 3 floors. brbrChef’s Kitchen with full amenities including:br • Cuisinart food processor br • Crockpotbr • Vitamix Blenderbr •. Extra large toaster ovenbr • Two 16 cup Cuisinart coffee makersbr • Chef’s knives setbr • Wide array of spices and condimentsbrbrAll paper products are provided: napkins, paper towels, toilet paper and tissues.brAll laundry products are provided: detergent, dryer sheets.brBathrooms supplied with soap, shampoo, conditioner and hair dryers.brbrHigh Speed Cable 1.1 Gig/sec Upload & Download speedbrbrGREAT WFH set up with 2 x 24 Screens, keyboard, mouse, HP printer/scanner - docking station for PC hookup

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$448.07

/ Nightly

Private Vacation Home

Spacious Vacation home in Chimney Hill near Mt Snow

Wilmington, Vermont, United States

Plan your summer vacation in the mountains! Lots of great things to do and explore! Hiking and Boating nearby, Rent a boat or Jet ski or bring your own. Enjoy our 2600+ sq fr of space plenty of space on 3 levels to spread out for large groups! 2 master suites 1 on first floor and 1 on 2nd. There are 3 steps to enter house but then no steps required for first floor master suite including bathroom brLarge garage brDirect access to snow mobile trails in winterbrWe are directly across from club house with all the amenities.brThere 4 bedrooms plus a loft and a room in the finished basementbrWe have 3 TV’s with access to Netflix etc. we have shelves full of board games to keep everyone occupied brEnjoy the clubhouse across the road with indoor and outdoor pool. Hot tub, grilling area, tennis, basketball and volleyball courts hiking trails close by. Haystack trailhead is .7 miles from the front door. Close by areas for kayaking etcbrbr15 mins to Mt Snow. 30 mins to Stratton Mt. for skiing and summertime fun. 10 mins to downtown Wilmington. 10 mins to public boat dock. 20-30 mins to great picnic areas at Lake Harriman So Much Much More To DobrCheck out https://chimneyhill.com/gallery/

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$736.12

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Private Vacation Home

New - Closest House to Hermitage Clubhouse - 5 min walk to Hermitage Inn

Wilmington, Vermont, United States

Situated right on Haystack Mountain for easy access to hiking and VAST trails and Hermitage Club. Only 2 miles down the road to Mount Snow for even more skiing and outdoor play options. Adjacent to Hermitage Club House. 5 min walk to Hermitage Inn.brbrSeasonal Rentals possible.brbrSleeps 14 (max10 adults).brbrPet Fee is $150/pet.brbrThe property went under a complete renovation complete with fresh furnishings and top of the line finishes. Comfortably sleeps 12 in 5 bedrooms, up to 8 adults. Kitchen is well equipped to cook and entertain complete with a gas grill on the deck. Oversized windows take in the beautiful views of the ravine and Haystack Mountain, while giving a treehouse feel inside with the soothing sound of the brook. It's a special house designed to accommodate a large group while allowing everyone to have room and privacy. brbrKids love the newly added lower floor with an oversized sectional, smart TV, game room with a shuffleboard table, air hockey and other games. brbrParking on premises. $100 per car fee after 5 cars, please let us know before you arrive, thank youbrbrSUMMER fun includes multiple lakes around us, big and small. Haystack Golf Course is open to public and very close. Hiking starts right in front of the house, plenty other trails available, we use AllTrails app to explore more hiking. Mountain biking is available at Mount Snow, also a summer camp for the kids. Zoar Outdoor in Wilmington has endless offerings. Bromley Mountain has summer zip lining, mountain coasters and much more. Last but not least, check out Berkshire East for whitewater rafting, zip lining, it’s only a 25 minute ridebrbrWINTER SEASONAL RENTALS POSSIBLE, PLEASE INQUIREbrDEDICATED HI SPEED INTERNET - 100 MBPSbrbrACTIVITIES AND RESTAURANTS:brbr- HERMITAGE INN is a gem right next to our property. Check out https://www.thehermitageinnvermont.com to see seasonal events and happenings. They offer both upscale and tavern dining indoors and outdoors. There are also fire pits outside, perfect for a drink. brbr- Be sure to check out https://www.visit-vermont.com/southern/ before your trip. The website is run by the Chamber of Commerce and lists all local events and festivals in the area. brbr- HIKING: You're right on Haystack Mountain, there is a trail going up right in front of The Hermitage Club. We recommend AllTrails app to see all the trails in the area. Valley Trail, Hoot Toot and Whistle Trail in Wilmington, also Haystack Mountain trail from the Chimney Hill side are popular trailsbrbr- LAKES: MIRROR LAKE at the bottom of the Haystack Mountain is a nice and small lake to enjoy for swimming. It’s a private lake so please keep off the indoor areas but you can enjoy the lake otherwise. Walk down the driveway and keep right in Fannie Hill Road to the gatehouse for the Hermitage Club.br HARRIMAN RESERVOIR: A much larger lake, it offers multiple picnic and beach areas, boating, kayaking. https://www.highcountrymarine.com/ offers boat rentals. There are charcoal grills and picnic areas at the public boat launch area. brSomerset Reservoir: If you’re up for more driving up from Lake Whitingham, you can drive to the Somerset Reservoir and enjoy the hiking trail along the reservoir, picnic and swim. brbr-GOLF: Haystack Golf Club is very close and public, amazing views, especially during foliage. They have a restaurant.brbr-TENNIS: Stratton Tennis Club - 25minbrbr-FLYFISHING: vermontflyfishers (.com) has multiple locations in the area for flyfishing, locations and types of fish change depending on weather and season. brbr-MOUNT SNOW. We recommend buying passes ahead of time and going up from Carinthia at Mount Snow, instead of the Main Face which gets very crowded. Mount Snow also has a lot of events off season, especially in the Fall. brbrRESTAURANTS, West Dover:br- HERMITAGE INN: The Inn has new owners as of 2021 and they spared no expense for the renovations and landscaping. It’s a beautiful place to check out whether for just a drink, lunch or dinner. The wine menu just got the Wine Spectator Award in 2022, kitchen offers in season, well curated selections sourced from local farms. Tavern Menu has the all-time favorites like burgers, grilled cheese etc. br- THE LAST CHAIR – Family, casual with an arcade and outdoor seating. There is also an ice cream truck in front. The do not take reservations. br- TRAIL 87: Last Chair can be very busy, especially in winter. Right next door, Trail 87 is a great alternative. There is also A1 Coffee inside which is a cute little coffee shop from Wilmington. br- SAWMILL INN: Upscale dining, indoor and outdoors, the building is a historical farm turned into a charming inn. They also have a pool. br- 1 Mountain - Dinerbr- STICKY FINGERS: If the line is too long at the diner or you just want to grab and go, delicious bakery and a quick breakfast right across from Dot’s.br- NORTH STAR PIZZA: ONLY delivery available in townbr- NOMAD CHEFS: They’re, as the name suggests, nomads. You can catch them by River Valley Market, “Wicked Wednesdays” at the Wilmington Inn and sometimes by the Distillery in Marlboro, VT (vermontdistillers (.com)). Check out their website to see where you can find them, they also bring the food truck to you for catering. nomadchefsvt (.com)brbrRESTAURANTS IN WILMINGTON:br- CAFE ROOST: Our favorite in Wilmington. Sandwiches, breakfast, all fresh and simple with the best VT sourced ingredients. br- ALPENGLOW: Great for winter dining, they have fondue and other European Specialties. br- DOTS Diner in Wilmington. br- There’s also the ANCHOR, fish restaurant and LA CASITA, Mexican Restaurant. br- Starfire Bakery, amazing bakery, seating available. br- There are a few shops on Main Street, also A1 Coffee and a bakery next to it a little further down on Main Street, close to Chimney Hill. br- WAHOOS (Summer only): Order ahead on wahooseatery (.com), service is very slow. There are picnic tables by the brook in the back. br- VERMONTDISTILLERS (.com)in Marlboro, VT. There’s a beautiful viewing deck, sometimes Nomad Chefs food truck and a pizza place across the street. About 10min out of Wilmington.

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$355.95

/ Nightly

Private Vacation Home

Let It Snow!

Wilmington, Vermont, United States

Stay at Jackson North and watch the snow fall with your morning coffee, or cuddle up in front of the fireplace boasting a 70” TV above after a hard day on the slopes in our quiet, sun drenched, cul-de-sac home. Only 15 min away from Mt. Snow. Enjoy friends or family in the large living space open to kitchen. Game room on premises includes 3 way table(pool, ping pong, air hockey), darts, Xbox hook up (Xbox not provided), and tv to catch the big games! Enjoy the unique Tilikivi pizza oven too! For those who don’t ski or ride, or in case of bad weather there are endless clubhouse amenities you will have access to; indoor/outdoor pools, game room including pool table, ping pong table and arcade games, gym, hot tub, movie theater, lodge lounge, seasonal ice skating, tennis, pickle ball, and basketball courts. In Summer, enjoy kayaking, paddle boarding, pontoon boats, or speed boats for rent at nearby Lake Raponda or Harriman Resevoir. Hike the trails, visit local restaurants, breweries and distilleries.

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$494.12

/ Nightly

Private Vacation Home

Spacious Chalet - PetFriendly/HotTub/Firepit/GameRoom/AC

Wilmington, Vermont, United States

Welcome to the Woodland Chalet: A Year-Round Vermont RetreatbrbrStep inside the Woodland Chalet, a three-story haven nestled in the tranquil Chimney Hill community of Wilmington, Vermont. Here, all your Vermont vacation dreams come true, with access to Mt. Snow’s ski slopes, beautiful hiking trails, renowned golf courses, and the charming town of Wilmington just minutes away. This spacious chalet, offers the perfect blend of relaxation and adventure, with all the comforts you could want and more.brbrAccommodations & Layout:brThe Woodland Chalet comfortably sleeps up to 6 guests across three floors. It features:brbr3 inviting bedrooms, a cozy loft sleeping area, and a pull-out sofa on the lower level.brA primary bedroom on the third level and a queen suite on the second level, each with flat-screen TVs, complimentary Wi-Fi, and access to the owner-provided YouTube TV for entertainment.brbrEndless Entertainment:brThis home is designed for fun, both on and off the slopes. After a day of exploring, come back to enjoy:brbrA private hot tub on the lower level patio, the perfect place to unwind.brAn outdoor firepit surrounded by Adirondack chairs, where guests can gather under the stars.brA game room equipped with a foosball table, Xbox with two controllers, and a flat-screen TV—ideal for hours of fun and friendly competition.brA main living area with a large flat-screen TV, complimentary Wi-Fi, and access to YouTube TV, all complemented by a comfortable sectional sofa.brbrOutdoor Living:brThe chalet’s outdoor spaces are just as inviting as the interior:brbrA patio deck with seating and a BBQ grill that connects to the lower level with hot tub access.brAdirondack chairs around the firepit for cozy nights outside.brHot tub cover instructions are provided for easy use and to keep the temperature just right.brbrChimney Hill Clubhouse & Community Amenities:brbrAs guests of the Woodland Chalet, you’ll also have access to the Chimney Hill Clubhouse, where year-round amenities await:brbrAn indoor pool, game room, and fitness center.brA seasonal outdoor pool for warmer months.brJust minutes from the clubhouse, this chalet offers both privacy and convenient access to everything the community has to offer.brbrPrime Location for All-Season Fun:brThe Woodland Chalet is perfectly positioned to help you make the most of southern Vermont. Just over 10 minutes from Mt. Snow and 5 minutes from the heart of Wilmington, you’re never far from adventure or local charm. Enjoy nearby attractions, including:brbrMt. Snow Ski Resort - 13 minutesbrHaystack Golf Course - 5 minutesbrMt. Snow Golf Club - 15 minutesbrHigh Country Marine at Lake Harriman (boat rentals) - 6 minutesbrDining in Wilmington - 6-7 minutes to favorites like The Anchor, La Casita, Maple Leaf Tavern, Dot’s Diner, Alpenglow Bistro, and The Village Roost.brGroceries and Essentials - Shaw’s Supermarket (9 minutes)brBreweries & Bars - Snow Republic Brewery (14 minutes), The Last Chair Bar & Grill & Arcade (14 minutes)brMount Haystack Trail - 4 minutesbrChimney Hill Clubhouse - 3 minutesbrbrAdditional DetailsbrComplimentary YouTube TV is provided on all TVs; please stay logged in to the owner's account for easy access.brThe hot tub cover is easy to remove and replace—simply unclip, fold, and secure after each use to maintain the temperature.brbrWhether you’re here for a winter ski getaway, a fall foliage retreat, or a summer adventure, the Woodland Chalet offers a private, relaxing experience with all the conveniences and charm of Wilmington just a stone’s throw away. Make yourself at home and create unforgettable Vermont memories!

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$400.9

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Private Vacation Home

Cozy 4BR Cabin with Fire Pit, hot tub, and Pools –15 mins to Mt Snow

Wilmington, Vermont, United States

Family-friendly cabin in Chimney Hill, just 15 minutes to Mount Snow and 35 minutes to Stratton!brbrRelax in our 4-bedroom, 2-bathroom home with access to Chimney Hill’s indoor and outdoor pools, hot tub, clubhouse amenities, and hiking/snowmobile trails. The home features a fire pit, fully equipped kitchen, and two cozy living rooms. Sleeps 8 comfortably (King, Queen, Full + Trundle, and 2 Twins), with a Pack ’n Play available for little ones.brbrPerfect for skiing, hiking, or unwinding year-round. Enjoy a warm mix of mountain charm and modern comfort, with easy access to trails, lakes, and Wilmington’s shops and dining.brbrThe SpacebrbrWelcome to Martin Ski Barn – your perfect Vermont escape in the charming Chimney Hill community. This bright, family-friendly cabin sleeps up to 8 and is thoughtfully set up for relaxation and fun throughout all seasons.brbrThe kitchen comes fully stocked with dishes, cookware, and utensils — everything you need to cook and gather around the dining table (seats 6) after a day outdoors.brbrThere are two living rooms, each with a gas fireplace and Roku TV (Netflix & Prime Video included). Downstairs, enjoy the renovated den with hardwood floors, Edison-style lighting, an air hockey table, and a toy box with games and books for kids.brbrCommunity AmenitiesbrbrAs our guest, you’ll enjoy full access to Chimney Hill's shared amenities, including:brbrIndoor and outdoor poolsbrbrHot tubbrbrClubhouse with gym, game room, movie room, and playroombrbrSeasonal ice skating rinkbrbrTennis and basketball courtsbrbrNearby hiking and snowmobile trailsbrbr(Note: Clubhouse hours vary – please confirm before arrival.)brbrLocation HighlightsbrbrWe're just:brbr15 minutes from Mount Snowbrbr35 minutes from Stratton Mountain ResortbrbrClose to the Hermitage Club, Green Mountain National Forest, and the charming town of Wilmington with great restaurants and shops.brbrLocal tip: 4-wheel drive is highly recommended in winter for navigating our driveway and around the Chimney Hill community. brbrOther Things to Note:brbrWe provide a high-efficiency washer & dryerbrbrLinens and towels are includedbrbrPlease bring extra towels if you plan to use the poolbrbrComplimentary Late Checkout: On Sundays only, you’re welcome to stay as late as you’d like — please request this when booking. (Not valid on holiday weekends.)

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$476.86

/ Nightly

Private Vacation Home

Recently Renovated Spacious 4BR with POOL, GAME ROOM, LAKE minutes to MOUNT SNOW

Wilmington, Vermont, United States

Beautiful vacation home for all seasons! Located in Chimney Hill, just 10 minutes from Mount Snow & Wilmington. The house is centrally located for you to enjoy activities such as skiing, boating, swimming, hiking and golfing! Lots of activities at nearby Harriman and Somerset reservoirs.brThis beautiful home offers a BRAND NEW deck & grill, fire pit, 4 lrg bedrooms, modern kitchen, living room and newly renovated basement with air hockey, foosball and additional TV room. Pack ‘n play available.

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$433.16

/ Nightly

Private Vacation Home

Beautiful Vermont Vacation Home- Mount Snow!

Wilmington, Vermont, United States

Follow/Tag us on Instagram: thevermontbarnbrPerfect place to kick back after a long day of hiking, skiing or even just the hustle and bustle of everyday life any time of year! Enjoy our wood stove or soak in the hot tub outside. Our place is very accessible to: hiking, skiing, (Mt. Snow), kayaking, fishing, lake, biking, golfing and small town gems just down the road. Full access to Clubhouse (5 min walk): pools, hot tub, arcade and gym. Great for families, large groups, kid and pet friendly.brbrOur house is fully equipped with numerous amenities such as an outdoor hot tub, foosball table, dartboard, and plenty of movies and board games to choose from. Nothing beats a long day of outdoor activities like a dip in the hot tub.brbrArea attractions include Mount Snow Ski And Golf(8 min), Haystack Ski and Golf Club(2 min), Lake Whitingham(2 min), Otis Reservoir (15 min. drive), and golf course, shopping, restaurants, and antiquing. Winter Weather Activities *Mount Snow Resort *Stratton Mountain *Haystack Golf & Ski Club *Bromley Mountain *Magic Mountain *Timber Creek Cross Country *Hermitage Cross Country Center *White House of Wilmington Touring Center *VAST Snowmobile System *Twin Brooks Snowmobile Tours *High Country Snowmobile Tours *Snowshoeing *Ice Skating at Chimney Hill *Nordic Hills Lodge Spring, Summer, Fall Activities *Haystack Golf *Mount Snow Golf *Chimney Hill Clubhouse *V.A.S.T. Hiking trail *Memorial Hall Center for the Arts *Harriman Reservoir *Fall Foliage Tours of Southern Vermont *Vermont State Parks *Mount Snow Mountain Biking Center *Flames Stables for Horseback Riding Area Attractions *Adams Family Farm *Boyd Family Farm *Taddingers Antiques* Bears in the ValleybrbrSecurity Camera: We have 2 outdoor cameras on the front of the house pointing towards the driveway/rubbish bin and another pointing towards the wood shed. Considering this is a rental home and we are not there 24/7 these are for property security purposes. They also allow us to monitor heavy snow fall, maintenance workers, downed trees, and wildlife in the area, etc. Please be aware that there are NO cameras anywhere else on the property. We respect your privacy and take it very seriously. If you have any additional concerns or questions please just ask! br

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$378.69

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Private Vacation Home

6 Mi to Mt Snow Grand Summit Resort: Spacious Home

Wilmington, Vermont, United States

Ski Locker | 2 Mi to Downtown WilmingtonbrbrLaunch your New England winter getaway and stay at this Wilmington vacation rental, with easy access to Mount Snow Grand Summit Resort. After slope days, return to this 3-bedroom, 3-bath house that blends woodland seclusion, cozy indoor spaces, and outdoor amenities. Gather for a round of darts or bundle up and unwind by the outdoor fire. With ample room to relax and reconnect, this retreat is ready for unforgettable ski-season memories — book today!brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 full bedbr- Sleeping Nook 1: 2 twin bedsbr- Sleeping Nook 2: 2 twin bedsbrbrINDOOR LIVINGbr- 3 flat-screen TVsbr- Dining table, sofa seatingbr- Board games, dart board, ping-pong tablebr- Gas fireplacebr- Ski lockerbrbrOUTDOOR LIVINGbr- Deck, gas grillbr- Patio, fire pitbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Cooking basics, dishware & flatwarebr- Drip coffee maker, blender, air fryer, knife set, toaster ovenbr- Addt'l standalone ice maker, beverage fridgebrbrGENERALbr- Free WiFibr- 2 portable A/C units, central heating (forced hot air)br- Washer/dryerbr- Linens/towels, complimentary toiletriesbrbrFAQbr- 2 exterior security cameras (facing out)brbrACCESSIBILITYbr- 3-story home, 6 steps to enterbrbrPARKINGbr- Driveway (4 vehicles), front of garage (4 vehicles)br- Level 2 EV chargerbrbr-- THE LOCATION --brbr- 2 miles to Mount Haystack Trailbr- 2 miles to Haystack Golf Coursebr- 3 miles to Downtown Wilmingtonbr- 5 miles to Swimming Area at Harriman Reservoirbr- 6 miles to Mt Snow Grand Summit Resortbr- 62 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 6 steps to enterbr- There is a ski locker in the basement off the garage to store your equipmentbr- Your safety matters. This property features 2 exterior security cameras: camera 1 is located on the outside of the house facing the side entrance, and camera 2 is located on the outside of the house facing the front entrance. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion

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$815.22

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Private Vacation Home

Winter Retreat - Skiing and the town of Wilmington

Wilmington, Vermont, United States

Forget your worries with this enchanting house in Wilmington offering 5 bedrooms with a mix of king and queen beds, perfect for a group getaway. With 4 bathrooms equipped with amenities like a hair dryer and bidet, guests will feel right at home. This home is ideal for the skiing enthusiast. An easy 10 minute drive up Rt 100 to Mt Snow, it offers significant room for the family to spread out, yet be together for meals. Sledding on the property and a walk down to Wilmington's Restaurants and Craft Brewery. Wifi and Streaming TV in every room, plenty of parking and a crackling fireplace make this the ideal winter get-away

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$329.82

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Private Vacation Home

Woodsy Retreat - Close to Mt. Snow w Fireplace!

Wilmington, Vermont, United States

Summary:brBeautiful 3 bedroom, 3 bathroom home in the Chimney Hill community. Convenient location close to lots of activities!brbr**The Chimney Hill Amenity Center is available for your use for the summer months. The amenity center has amazing features for your enjoyment including a clubhouse with indoor and outdoor pools, deck and patio areas, hot tub, fitness room, four tennis courts, arcade room, kitchen and bar area, kids playroom, outdoor play area, theatre room, fishing pond, and trail systems!**brbrThe Space:br** The Chimney Hill Clubhouse will be closed for repairs April 15, 2024 and re-open Memorial Day weekend.**brbrBeautiful woodsy home nestled just outside the village of Wilmington and a short drive to Lake Whitingham and the Mt Snow ski resort. This home is located in the very desirable Chimney Hill community with privacy and a true Vermont feel.brbrOther Things to Note:br- Primary renter must be at least 25 years of age.brbr- Primary guest will be required to execute a rental agreement within 48 hours of booking the property or the reservation will be subject to cancellation. If you enter the property without signing the rental agreement, you concurrently agree to all terms of the rental agreement upon arrival at the Property grounds.br-During the winter season, you can expect snowy conditions, icy roads, and occasional snowstorms. An All-Wheel Drive (AWD) or Four-Wheel Drive (4WD) vehicle is required to book this property. Please exercise extra caution when driving and ensure your vehicle is adequately prepared for snowy conditions.brbr-Please be aware that inclement weather may lead to power outages or internet disruptions. Unfortunately, we are unable to provide refunds for circumstances beyond our control, such as power or internet loss.brbr-We are unable to make any exceptions from our cancellation policy. We recommend that you explore traveler's insurance as a means to safeguard your travel plans.brbr-Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to a limited amount, as specified in your rental contract, for Property damage (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out.

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$244.84

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Private Vacation Home

Lovely Chalet, ChimneyHill Community-Clubhouse 2 Pools/Hot tub, minutes to lake

Wilmington, Vermont, United States

This lovely, spacious chalet is secluded in the Green Mountains of Vermont. It is located at Chimney Hill, a private community. Chimney Hill is a unique community of private homes nestled on a wooded hillside bordered by the Green Mountain National Forest and surrounded by a four-season recreational area. Our Clubhouse is the social center of the community all year round with indoor and outdoor pools, fitness room, hot tub, barbecue facilities, a game room, great room with a projection TV and surround sound, lighted tennis and basketball court. Do you want outdoor activities We have an ice skating area with lights and a warming hut, four tennis courts, hiking, cross-country skiing, snowmobile trails, stocked fishing pond, and playgrounds for the youngsters. Other activities include golf and tennis tournaments, barbecues, wine tastings, ski racing, and other activities throughout the year, all organized by our superb staff. Our house is within walking distance. to the clubhouse. While there’s plenty to do right on the grounds of Chimney Hill, we also encourage you to explore the Deerfield Valley, and the surrounding areas of Mount Snow and Southern Vermont. You’ll find first-class skiing, championship golf courses, boating, antique and specialty shops, live entertainment, and award-winning restaurants - all within minutes of Chimney Hill. And you won’t find a better place to enjoy the spectacular display of New England fall foliage than from the deck of a Chimney Hill home! The home offers a newly remodeled full kitchen with microwave, toaster, coffee maker, stove/oven, dishwasher, large refrigerator, Washer/Dryer, among other amenities. There is Wi-Fi Internet access, Ruko TV and DVD, CD Player, Movie Library, ski room and a Wood Stove. Outdoors you'll find two decks, grill, and a beautiful grass lawn. There are 3 bedrooms and 2 full bathrooms, plus a loft with a Daybed. The house features all new flooring: wall-to-wall carpeting, tile flooring and vaulted ceilings, skylights. Mt. Snow and Haystack Ski are just ten minutes away. 12-mile-long Lake Whitingham is just 2 miles away with swimming, fishing, boat launch and boat rentals. Downtown Wilmington just 3 miles away with Fine dining, shopping, art, antiquing, general store, supermarket. Also nearby are golfing, hiking, mountain bike trails, factory outlets, and the Marlboro Music Festival. Full Winter Season Rental (Nov - April) $15,000, message me for more information.brVT Room and Meal Tax #MRT-10101725

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$439.08

/ Nightly

Private Vacation Home

Waterfront Lake Raponda Vacation Paradise

Wilmington, Vermont, United States

The perfect New England vacation paradise is yours when you enjoy this very special lakefront vacation home on beautiful Lake Raponda in Wilmington, Vermont, and only minutes from scenic Mt. Snow. Set on one of the prettiest and southern-most lakes in Vermont, a Lake Raponda vacation means you will be vacationing while others are still driving. Enjoy the panoramic lake view from the living room, watch the bald eagle circle the lake, or head out the door and enjoy your private dock for swimming in the fresh clean water. Pick delicious wild blueberries from our bushes. Or spend your days kayaking (provided free of charge on-site). brbrNote, that this house is on the water not just lake view and has its own private shoreline and dock!*brbrAt night, light a fire in the fireplace and cook a meal in the full kitchen. Dine at the large dining table or eat out on the deck after barbecuing. Either way, your meal will have a view to remember. When it’s time for bed you will appreciate the premium mattresses on the beds and you will wake up saying that you never slept so well. brbrYou will never want to leave this beautiful home,, but when you do you will be just minutes from galleries, shopping, the weekend flea market, and Vermont’s famous antiquing. Just minutes from the world famous Marlboro Music Festival, and you will also find fine dining and casual eateries.brbrDon't miss the fall foliage season for a blaze of New England color!brbrPlease note that there are no winter rentals.brbr*(Not suited for people with limited mobility. There are lots of stairs both inside and outside the house, and the path down to the water is dirt and an uneven surface. )br

3

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2

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6

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$370.71

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Private Vacation Home

Stowe Hill Cottage. Min`s to Lake and Mt Snow

Wilmington, Vermont, United States

Enjoy a peaceful retreat, explore the surrounding nature trails, or take a short drive to nearby restaurants and attractions. This cozy cottage features a full kitchen, comfortable living space, and two bedrooms. Relax on the spacious deck, gather around the fire pit and take in the picturesque mountain views. Perfect for couples, families, or a small group of friends looking for a tranquil and scenic getaway. Book your stay now and experience the beauty and serenity of Vermont.brbrMinutes from the quintessential town of Wilmington. Less than 10 minutes from Mount Snow and the Hermitage club for Skiing. 1/4 mile from Lake Raponda for swimming and boating. brbrbr* Primary guest must be 30 and overbr*- Primary guest will be required to sign a rental agreement with photo IDbrbrMRT-11212134-001

Bed

Bath

Sleeps

$510.87

/ Nightly

Private Vacation Home

Spyglass village- Golf & Ski

Wilmington, Vermont, United States

This beautiful condo offers breathtaking views, spacious living areas, modern amenities, and convenience to all the outdoor activities that Southern Vermont has to offer. The open concept living, dining, and kitchen area is perfect for entertaining, and the large windows and deck provide stunning views of the golf course and mountains. The master suite features a luxurious bathroom, while the additional bedrooms offer plenty of space for family and guests. With access to the golf course, hiking trails, and ski slopes, this is the ultimate year-round vacation destination. Don`t miss out on the opportunity to stay at this perfect Vermont retreat. Book your showing today!brbr*- Primary guest must be 30 and over to bookbr*- Primary guest will be required to sign a rental agreement with photo IdbrbrMRT- 11212134-001

Bed

Bath

Sleeps

$685.2

/ Nightly

Private Vacation Home

New Construction Ski/Lake home

Wilmington, Vermont, United States

Brand new, custom built home, completed in Fall 2023. Under 20 minutes from Mount Snow, this meticulously designed and beautifully appointed home has 3 bedrooms, including a main level primary suite (bedroom, bath and WIC). Open concept living/kitchen/dining with 20 foot stone hearth and wood burning fireplace. Lower level features 2 bedrooms, full bath, laundry and living room/family room. Sleeping loft has 2 twin beds and a day bed. Sleep 9. Very private and gorgeous seasonal mountain views. brbr- Primary renter must be 30 and overbr- Primary renter will be required to sign a rental agreement with Photo IDbr- Primary renter must be 30 and overbr- Primary renter will be required to sign a rental agreement with Photo ID

3

Bed

2

Bath

6

Sleeps

$588.17

/ Nightly

Private Vacation Home

New! Min from Mt & Town. Hot tub, Stream + privacy

Wilmington, Vermont, United States

The perfect Vermont getaway, conveniently located just minutes from area resorts (3 miles to The Hermitage Club, 6 miles to Mount Snow), close to shops and restaurants in historic Wilmington Village. Easy access to VAST snowmobile trail system and local mountain bike trails. 5 Minutes from huge Lake Whitingham and Haystack Golf Course for all the summer fun.brbrBeautiful 4 bedroom/3 full & 2 half bathroom house overlooking Two Brook. Warm up with the ambiance and ease of gas fireplaces in both the living room and family/game room. Luxury finishes include hardwood floors, soapstone and granite counter tops, high end appliances, restoration hardware vanities, tiled showers, soaking tubs, wainscoting, barn door accents and much more. Newly renovated chef`s kitchen and expanded dining room perfect for entertaining. Primary bedroom with large spacious bathroom on the main floor. brbrGather around the outside firepit on the double lot and enjoy gazing at the stars in the Vermont sky overlooking the babbling brook. Hot tub is pending delivery but will be installed and operational prior to Dec 2022 bookingbrbr- Primary renter must be 30 and overbr-Primary renter will be required to sign a rental agreement and provide a photo IDbr- Parking available for 4 vehiclesbrbr*- A preauthorization charge of $1,000 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.br- Primary guest must be 30 and overbr- Primary guest will be required to sign a rental agreement with Photo ID

4

Bed

4

Bath

8

Sleeps

$853.53

/ Nightly

Private Vacation Home

Modern Chalet- At the Hermitage. Hot Tub, A/C, EV

Wilmington, Vermont, United States

Modern Chalet at the Hermitage club. Walk to the lifts or the Hermitage Inn. Minutes from the town of Wilmington and lakes. House has central, Backup generator, EV charger in the garagebrbrmodern luxury with 5B/5.5 Bath on 3 levels.brMain level has 2 master Bedroom suites with no stairs. great for elderly or anyone with mobility issues.brbr- Primary guest must be 30 and overbr- Primary guest will be required to sign a rental agreement with 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.br**This 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 guest must be 30 and overbr- Primary guest will be required to sign a rental agreement with photo ID

5

Bed

5

Bath

14

Sleeps

$1017.58

/ Nightly

Private Vacation Home

New-Walk to Wilmington, Min from MT Snow. Hot Tub!

Wilmington, Vermont, United States

Completely remodeled home within minutes of the quintessential town of Wilmington, VT. Minutes from MT Snow, Hermitage for Skiing and Lake Whittingham for summer fun. This 4 bedroom/2B Home has all the amenities that you could want in vacation home. Stainless steel appliances, Granite countertops with Butcher block island seating. Amazing mountain views from every bedroom. New hottub to enjoy the views and stars.brbr* Primary renter must be 30 and overbr*- Primary renter will be required to sign rental agreement with 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.br*- Primary renter must be 30 and overbr*- Primary renter will be required to sign a rental agreement with photo ID

4

Bed

2

Bath

11

Sleeps

Vacation Home Rentals By Owner In Wilmington, VT

$1333.4

$381.88

$448.07

$736.12

$355.95

$494.12

$400.9

$476.86

$433.16

$378.69

$815.22

$329.82

$244.84

$439.08

$370.71

$510.87

$685.2

$588.17

$853.53

$1017.58

Rent a place that suits your needs

Most popular vacation rentals in Wilmington

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