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Wilmington Vacation Rentals

We Have 152 Vacation Rental Offers Available In Wilmington. Average Price Per Night Is $457.83. Find Your Vacation Home Today.

Showing 20 Of 152 Vacation Rentals
  • Property-1 Image 1
    Custom Log Cabin, Minutes from Mt.Snow & Hermitage
    Private Vacation Home $820 / Nightly
    • (1) Exceptional
    • 5 Bed
    • 5 Baths
    Wilmington, Vermont, United States

    Perfectly set up for multiple families, this 5-bedroom (8-beds), 4.5 bathroom home is perfect for your next mountain escape. A cozy great room invites relaxation with high vaulted ceilings, large comfortable couches, flat screen TV and stunning stone fireplace. This main living area draws and invites with its artistic lighting and décor, connecting the dining, kitchen, and main gathering areas.brbrThe cooks in your group will love the well-equipped kitchen with a Lachance range, Miele coffee machine, custom cabinetry, and stone countertops. The open kitchen allows conversation and interaction with seating for eight at the dining table, with an additional five seats at the kitchen bar. A half bath is located off the great room.brbrA king ensuite on the main floor is private and elegant. High vaulted ceilings and large windows in the master allow for a beautiful view of the wooded property. The ensuite bathroom has every convenience with a double sink and glass shower.brbrThe queen bedroom across the hall on the main floor is exquisitely decorated with custom tilework in the ensuite bathroom.brbrOn the second floor there are two separate queen bedrooms. The first room hosts a queen bed nestled into a custom nook, with modern fixtures and styling. The second queen room is connected to the upstairs bathroom which is equipped with double sinks, custom cabinets and an open shower. Enjoy the second floor sitting area with cozy seating and a flat screen TV.brbrIn the basement, kids will love the bunk room which contains 2 queen beds and 2 top twin bunks. A dedicated full bath sits exclusively for the lower-level bedroom.brbrGet ready for family game or movie night in the lower-level recreation room containing foosball, pop a shot, air hockey and bubble hockey. The downstairs is complete with wet bar, dishwasher and mini fridge, a large flat-screen TV, comfortable couches, and a hand-made wood table for additional dining or playing board games.brbrThe lower level opens up to a covered outdoor space with more seating, a hot tub, and a place to enjoy s’mores and stargazing. Read More

  • Property-2 Image 1
    Peaceful home with waterview, fireplace, full kitchen, & skiing nearby
    Private Vacation Home $104 / Nightly
    • (2) Very Good
    • 3 Bed
    • 1 Baths
    Wilmington, Vermont, United States

    Hillside HideawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis secluded home in the gorgeous, green Vermont countryside is the perfect getaway for outdoor enthusiasts and those seeking peace and quiet. With plenty of nature hikes, the Deerfield River is nearby for kayaking, and skiing in the winter, there's something to keep everyone entertained. brbrUpon entry, you'll be met with a bright interior and a warm feeling of welcome throughout the space. Gather around the living area and settle on the plush furniture to cuddle up next to the fireplace and watch a movie on the TV mounted above it. Prepare grand meals and picnic snacks in the full kitchen, equipped with all the cupboard room you'll ever need. The bedrooms are comfortable and spacious, with ample room for personal effects. For ultimate space, a futon is provided. Relax at the end of the day with a hot shower in one of the roomy bathrooms. Dine alfresco on the patio furniture or witness a spectacular sunset among the trees as the stars come out to dot the sky.brbrTHINGS TO KNOWbrbrNo washer/dryer on-site.brbrParking notes: Parking in DrivewaybrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the "Rental Agreement" on the checkout page.brbrbrState/province permit number: MRT-10082226 Read More

  • Property-3 Image 1
    Wilmington Village House near Mount Snow
    Private Vacation Home $211 / Nightly
    • (7) Exceptional
    • 3 Bed
    • 2 Baths
    Wilmington, Vermont, United States

    A great family or friend getaway from the hustle and bustle, this Vermont home is for you! A walkable and convenient location highlights this sunny house with three bedrooms, spacious living room, a three-season sunroom, and an updated granite/stainless kitchen. The main bathroom features a standup shower and jetted tub. A second smaller bathroom is off the mudroom with a standup shower. Outside, the side yard has a fire pit and yard games. brbrLocated on a well-plowed road near VT Routes 9 and 100 for easy access. Parking for 3-4 cars in the driveway. See "other notes" below for additional details. brbrThe house is less than a 10 minute walk from Wilmington Village shopping and dining. Wilmington Village has some great dining spots like Dots, 19 South Main, La Casita, Alpenglow Bistro, and Village Roost. Just beyond the village are two fun breweries, Snow Republic Brewery in Dover and Beer Naked Pizza in Marlboro, which has breathtaking mountain views.brbrFor the winter, the house is an easy 15 minute drive from Mount Snow ski resort and about 40 minutes from Stratton Mountain. Prospect Mountain, with cross country skiing, is also nearby. The Moover (a free bus to Mount Snow) picks up down the street. brbrIn the summer and fall, enjoy easy access to some amazing hiking trails and to swimming areas at the Herriman Reservoir. Herriman Reservoir is a gem with grassy grilling areas, swimming spots, rentals for kayak, jet skis, and a tiki boat. Museums and galleries in North Adams and Williamstown are about 35 minutes away.brbrOther things to notebrSedans and non-4 wheel drive vehicles should park at the bottom of the driveway in the winter because the incline can be a bit slippery. brbrPlease be careful walking around the outside of the house in winter because inclement weather conditions can quickly cause changes in on the walkway and driveway. Read More

  • Property-4 Image 1
    Newly Renovated Condo on Haystack Golf Course, and 15 min. from Mt. Snow
    Condo $225 / Nightly
    • (33) Exceptional
    • 2 Bed
    • 2 Baths
    Wilmington, Vermont, United States

    Tucked away and quiet, Beautiful views, Golf out the back door, and a short drive to the mountain and town make this location ideal for the weekend destination. Newly renovated, this property offers a cozy living room with fireplace and brand new kitchen. Master bedroom has en-suite bath with jacuzzi. 2nd bedroom has direct bathroom access. Gas grill on deck overlooking golf course. Read More

  • Property-5 Image 1
    Cozy A-Frame Cabin w/ Pool Table: 8 Mi to Mt Snow!
    Cabin $206 / Nightly
    • (9)
    • 2 Bed
    • 3 Baths
    Wilmington, Vermont, United States

    Quintessential ‘Green Mountain State’ living awaits at this 2-bedroom, 2.5-bath, plus loft, cabin! Conveniently located 8 miles from the area’s premier hiking and skiing, this welcoming vacation rental ensures endless year-round adventure. Head into historic downtown Wilmington to enjoy a farm-to-table feast, take a dip in Harriman Reservoir, or hit the slopes at Mt. Snow! After the day’s excursions, warm up by the wood-burning fireplace and end the night with a game of pool with loved ones.brbr-- THE PROPERTY --brbrSecluded Location | In-Unit Laundry Machines | Long-Term Renters WelcomebrbrAn ideal home base for families and groups of outdoor adventurers, this Wilmington cabin sits off the beaten path while still offering easy access to hiking, skiing, boating, and even snowmobile trails right outside the door!brbrBedroom 1: King Bed | Bedroom 2: Full Bed, Queen Bed | Loft: 3 Twin BedsbrbrINDOOR LIVING: 2 Smart TVs, 2 wood-burning fireplaces, pool table, books & board games, dining table, rustic charm, cathedral ceilings w/ floor-to-ceiling windowsbrOUTDOOR LIVING: Porch w/ gas grill, wooded views, wildlife viewingbrKITCHEN: Fully equipped, cooking basics & spices, Keurig coffee maker, dishware/flatware, full knife set, toaster ovenbrGENERAL: Free WiFi, air conditioning/central heating, ceiling fans, complimentary toiletries, hair dryer, hangers, iron/board, laundry detergent, linens/towels, trash bags/paper towelsbrFAQ: Stairs required, 4WD recommended in winter, pets fee (paid pre-trip), 1 exterior security camera (facing out)brPARKING: Gravel driveway (4 vehicles), trailer parking availablebrbr-- THE LOCATION --brbrMOUNT SNOW RESORT (8.1 miles): Downhill & cross-country skiing, mountain bike park, golf course, snowshoeing, terrain parks, tubing, spabrNEARBY SKI RESORTS: Prospect Mountain Ski Area (14.1 miles), Stratton Mountain Resort (21.8 miles), Bromley Mountain (32.1 miles), Magic Mountain Ski Area (35.6 miles)brOPT OUTSIDE: Snowmobile trails (behind property), Mt. Haystack Trail (1.8 miles), Haystack Golf Course (2.2 miles), Swimming Area at Harriman Reservoir (5.5 miles), Molly Stark State Park (6.6 miles), Lake Raponda (7.0 miles), Hogback Mountain Conservation Area (7.3 miles), Woodford State Park (10.9 miles), Green Mountain National Forest (19.4 miles)brWILMINGTON (~3 miles): Antique shops, thrift stores, boutiques & dining - Dot's, The Vermont Bowl Company, Norton Quilt House, Bartleby's Books, Maple Leaf Tavern, Anchor Seafood Restaurant, La Casita, Sitzmark Tavern, Beer Naked Brewery, Vermont Distillers, North Star BowlbrAIRPORT: Albany International Airport (62.3 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- Pet friendly with a $75 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs and may be difficult for guests with limited mobilitybr- NOTE: 4-wheel drive or all-wheel drive is recommended in the winter months to access the propertybr- NOTE: Your safety matters. This property features 1 exterior security camera located underneath the deck, facing outward toward the driveway and deck staircase. It does not look into any interior spaces. The camera does not record video or sound and will be turned off while guests are in residence Read More

  • Property-6 Image 1
    Secluded & Cozy Dog-Friendly Year-Round Retreat
    Private Vacation Home $270 / Nightly
    • (6) Exceptional
    • 4 Bed
    • 3 Baths
    Wilmington, Vermont, United States

    Ski, hike, bike, hot tub, and more, all in a day's work thanks to the ideal location of this scenic Wilmington mountain home! This 4-bedroom, 2.5 bathroom vacation rental is great for larger groups looking to tear up the slopes and hit the trails while never skimping on mountainside luxury! In summer months beat the heat as you boat, paddleboard, and swim at Harriman Reservoir. Enjoy fires in your own outdoor space and movies in your plush living room after days of outdoor adventure.brbr-- THE PROPERTY --brbrFire Pit | Smart TVs | Game Room | Hot TubbrbrSkiers, hikers, boaters, and general outdoor enthusiasts alike will find solace at this all-in-one mountain retreat, ideal for larger groups!brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Queen Beds | Bedroom 4: Full Bunk Bed | Game Room: Sleeper SofabrbrINDOOR LIVING: Rustic interior decor, foosball table, ping pong table, games, working fireplacebrOUTDOOR LIVING: Mountain views, dining area, spacious yard, deck, gas grillbrKITCHEN: Fully equipped w/ cooking basics, coffee maker, toaster, knife setbrGENERAL: Linens/towels, complimentary toiletries, trash bags, paper towels, hair dryer, central A/CbrFAQ: Steps required, dog friendly w/ fee (paid pre-trip, no cats, 4 dog beds provided)brPARKING: Driveway (6 vehicles)brbr-- THE LOCATION --brbrSUMMER REC: Molly Stark State Park (6.6 miles), Hogback Mountain Conservation Area (7.4 miles), Haystack Mountain (7.9 miles), Hogback Mountain (8.1 miles), Green Mountain National Forest (16.0 miles), Zoar Outdoor Adventure Resort (26.0 miles), Natural Bridge State Park (27.6 miles)brHARRIMAN RESERVOIR (6.3 miles) & LAKE RAPONDA (4.6 miles): Boating, swimming, paddle boarding, boat rentals, marinabrWINTER REC: Mount Snow (6.9 miles), Prospect Mountain Ski Area (17.7 miles), Stratton Mountain (23.1 miles)brDOWNTOWN WILMINGTON (4.4 miles): The Village Roost, Ratu's Maple Leaf Tavern, farmers market, attractions, sightseeing, dining, shopping, events, galleriesbrNEARBY ATTRACTIONS: Creemee Stand (1.1 miles), River Valley Market (1.2 miles), Dummerston Covered Bridge (16.4 miles), Creamery Covered Bridge (18.7 miles), Brattleboro (20.2 miles), Bennington (24.9 miles), Mass MoCA (28.3 miles), Clark Art Institute (34.8 miles)brAIRPORT: Albany International Airport (65.2 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- Dog friendly with $50 per stay fee (+ fees & taxes, max 2 allowed, NO cats)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property required stairs and may not be easily accessible for individuals with limited mobility Read More

  • Property-7 Image 1
    A-Frame Home - Minutes to Mount Snow & The Hermitage!
    Private Vacation Home $379 / Nightly
    • 3 Bed
    • 3 Baths
    Wilmington, Vermont, United States

    Beautifully updated expanded A-frame style home just a half mile to the Hermitage Club entrance and three miles to Carinthia base lodge at Mt Snow. There is also direct snowmobile trail access up the road. Inside you are treated to a woodsy true Vermont style with exposed woodwork and great natural light thanks to many windows and easterly exposure. Relax in the open concept living space with gas fireplace and fully finished lower level. This home is a truly peaceful Vermont experience. Read More

  • Property-8 Image 1
    Home with an incredible view of the valley and close to Mount Snow!
    Private Vacation Home $255 / Nightly
    • (40) Wonderful
    • 3 Bed
    • 2 Baths
    Wilmington, Vermont, United States

    Wake up to spectacular mountain views! brbrSurrounded by beautiful lakes, golf courses and close to Mount Snow Resort, this Chimney Hill home has a lot to offer. Cozy up by the fireplace in the large open living room after a long day at the slopes! brbrThe master bedroom has a king bed with newly remodeled en suite bath and is located on the main level. There are 2 additional bedrooms downstairs, one queen bedroom with mountain views and one bunk room with a full bed and three twins. These downstairs bedrooms share a full bathroom and a den for additional living space.brbrPlease note - AWD/4WD vehicles strongly recommended during winter months. Read More

  • Property-9 Image 1
    Spruce Hill Farm - 1850 Farmhouse on 50 Acres - 10 min to Mt Snow!!
    Private Vacation Home $681 / Nightly
    • (9) Exceptional
    • 5 Bed
    • 4 Baths
    Wilmington, Vermont, United States

    Beautiful 10 room farmhouse set on 50 acres. You won't be disappointed! Large renovated kitchen and second floor bathroom. Skylights in two of the bedrooms. Master bathroom has separate shower/ tub and 19th century porcelain basin sink. Great for 2 families of 4! Family room has wood stove, French doors that look out to our land. Dining room has a large square table, perfect setting for long and leisurely dinners. Lovely detail throughout. Home away from home. Our land is extremely private, has two stone walls and over 100 apple trees. During the summer, it's great for hiking, close to 2 nearby lakes, golf courses, mountain biking! In winter, it's great for skiing, sledding, snowshoeing, etc.brbrbrA Retreat for everyone: The location is fantastic for just about anything you like to do. From Golf, to hiking, to skiing, to boating, to swimming, to mountain biking, you name your adventure and it's nearby. And for those who are looking for a leisurely place away from it all, this house has that too! All renters have felt the house exceeded their expectations. Take a chance and come to Spruce Hill Farm- you won't be disappointed.br Read More

  • Property-10 Image 1
    Chelsea Chalet - Hogback Mountain
    Private Vacation Home $275 / Nightly
    • (3) Excellent
    • 4 Bed
    • 3 Baths
    Wilmington, Vermont, United States

    We’re happy to welcome you to Chalet Chelsea! Guests will be close to everything when you stay at this centrally-located, pet-friendly home.brbrEnjoy stretching out in an 1800 sq ft home for a fraction of the price of local hotels. Three-floors of living space. Comfortably sleeps 10-13. We do charge $35 for every additional guest over 10. Infants do not require an additional charge. 5 beds, futon, pullout sofa. Plenty of space for blowup mattress or pack n play (we do not provide). 3 baths - one full, two 3/4. Deck. Note: staircases have openings and will require young child supervision.brbrWe have a deck available for your enjoyment. With chairs and rocking chairs.brbrGETTING AROUNDbrbrWe are located 3 miles from downtown Wilmington. brbrPlenty of parking. brbrRural area. brbrCheck out the FREE “MOOver” bus line for transportation from Wilmington to Mount Snow.brbrNEIGHBORHOOD brbrDirt road managed by town. Cluster of houses but spaced apart well. Neighbors have sheep. We do have bears, deer, and other wildlife in the area. NO HUNTING on on 1.5 acre property. 300 yards to snowmobile trail access. 1/2 mile to Molly Stark State Park. Too many hiking trails to count! 1 mile to Lake Raponda. 3 miles to downtown Wilmington. 5.5 miles to Wilmington Reservoir. 15 minutes from Mount Snow. Parking available for 6 vehicles.brbrNOTESbrbr?Young children are welcome but please note the staircases have large spaces in place of the risers. brbr?PETS are welcome. Please understand that we do everything we can to clean, but there may be cat/dog fur from our fur babies.brbr? Please note: we are in rural Vermont and while we have Wifi it is not what one might expect like that in the city as it has not yet been offered in our area. We have never had problems personally but when we use it for work, with too many users on the wifi, it can tend to slow down or might require patience in resetting the modem to give it a fresh start. Read More

  • Property-11 Image 1
    Modern Family Chalet-Golf/Hike/Kayak, private deck, BBQ, firepit, Clubhouse pool
    Private Vacation Home $622 / Nightly
    • (25) Exceptional
    • 4 Bed
    • 3 Baths
    Wilmington, Vermont, United States

    Instagram @bearlairlodge brNestled in the Green Mountains, this spacious 4 bedroom chalet is the perfect location for your family vacation. Enjoy the peaceful tranquility; only 7 miles from Mount Snow. brTake in the morning sunrise from the privacy of the expansive 40 ft deck and enjoy your coffee.brWe are located in beautiful Chimney Hill which offers wonderful amenities we include for our guests during the summer including the heated outdoor Pool, indoor heated pool , tennis courts, basketball courts, fishing pond and more! Close to Harriman Reservoir and Lake Raponda, guests can enjoy a day of kayaking and swimming at the lakes and enjoying the hiking trails throughout summer and fall. brbrThe warmer months provide outdoor enthusiasts the opportunity to enjoy the exceptional recreation that Vermont is renowned for. You will find hiking (the popular Haystack trail is very close to the house ) , mountain biking, kayaking, golf and much more. The Haystack and Mount Snow golf courses are less than 5 miles from the house. Enjoy an invigorating day playing outdoors and an evening by the fire-pit gazing at the stars. brbrDowntown Wilmington has several restaurants, antiquing & shopping just a few minutes from the house. The home is pet free. New high speed Fiber service is now at the home!brbr—The Property—brbrFamily friendly, bright and comfortable, this mountain home is ideal for your vacation. Enjoy the woodsy Vermont feel in the open concept living spaces with soaring ceilings, hardwood floors and natural light throughout. brbrRelax and unwind in the two spacious living areas. After a day on the mountain enjoy the cozy wood burning fireplace in the family room with 65” Apple/Smart TV with Netflix, Prime video, DVD player.brbrThe expansive wrap around deck is perfect for your morning coffee or summer BBQ entertaining. With the new BBQ grill, new outdoor dining table, additional outdoor seating, and party lites, the deck is a place for true relaxation.brbrInside enjoy the warm fully equipped kitchen with copper sink, breakfast bar and granite countertops. The vaulted dining area with Farmhouse table and cozy soapstone stove is ready for your family enjoyment.brbrTwo Queen guest bedrooms on the first floor share a marble bath with walk in shower and a second half bath. Upstairs you will find a large Master bedroom with King size log bed, vaulted ceiling, private balcony, upgraded bath with large walk in shower and jacuzzi tub. The large loft bedroom offers another Queen log bed. brbrThe lower level has a beautiful custom maple bar, Vermont Castings gas stove, Apple TV, game table , Air Hockey, Pinball Machine and ample storage. Walk out to the back yard and enjoy the fire-pit area with firewood provided!brbrThe attached garage has one parking space and ample storage in the adjacent storage/ ski room for all of your equipment.brbrThe backyard has plenty of open space and fire-pit with seating for your evening gatherings. Enjoy s'mores by the fire and take in the sunset!brbrThe home has Ring security above front door and outside garage door . Read More

  • Property-12 Image 1
    Ski House With Amenities
    Private Vacation Home $778 / Nightly
    • (11) Exceptional
    • 6 Bed
    • 3 Baths
    Wilmington, Vermont, United States

    6 bdrm ski house, 3 full baths, full dining room, bar, fire place. 5 bedrooms with queen beds and 1 bedroom with 3 bunk beds and a hide-away bed, large living room, dining room, eik. Laundry available. TV and Internet are available. Weekly, weekend and holiday rentals available. The house was updated in the last 3 years. All systems are brand new. New roof, replaced in 2017. From formal dinners in the dining room to the snacks and drinks at the built in bar. Plenty of space to sleep. Close to the mountain, close to the restaurants and bars. Read More

  • Property-13 Image 1
    Amazing View w/ Deck, Pond, Sledding Hill - 100+ acres - Great for Families
    Chalet $451 / Nightly
    • (22) Wonderful
    • 5 Bed
    • 3 Baths
    Wilmington, Vermont, United States

    This light, bright and spacious house gives you a feeling of being on top of the world. The decor is simple but hopefully aesthetically pleasing. We find it is a true getaway.brbrYou can find lots to do in the area, or just stay and enjoy the view. In the winter there's a great sledding hill and--if it's good and cold--a pond to slide on. In summer, the pond is swimmable, and fun for frog-catching and using the blow-up raft. If you like to cook, the kitchen is completely equipped. The house is set up so that there are private areas and public areas. You can have alone time, or congregate. The 5th bed/rec-room has a new ping pong table. It's the kind of house where you'll have a wonderful vacation whether you ski or you just kick back and enjoy the beauty of the place. New router for the wi-fi with speeds of 25-30/10-15 mbps.brbrEach bedroom is private. There's one with a king-size bed, and 2 bedrooms have queens. The children's room has two twin beds, toys, books. There's a futon in the bed-rec room, which is on a separate floor and has its own bathroom and TV. brbrWe've owned and loved this house since the sixties, and we hope you will find this house an idyllic place to rest and enjoy. br brKeywords: Vacation House, Relax, Peaceful, View, Pond, Sledding, Swimming, Wifi Read More

  • Property-14 Image 1
    Cozy Mountain Escape to Southern Vermont
    Cabin $220 / Nightly
    • (40)
    • 3 Bed
    • 2 Baths
    Wilmington, Vermont, United States

    Your winter getaway awaits with easy access to Mt. Snow! Enjoy a day on the slopes and then come back to enjoy a hot drink by the fire. Or head across the street to the community center to enjoy the indoor pool and hot tub available to guests. Lots of winter activities in the area and this is your house to set up camp and travel from. Welcome to our home!brbrNEW SOFAS IN THE LIVING ROOM!!brBasement fit-out with wall projector & couches!!brbrEscape out to nature with close access to the all-season resort of Mount Snow, VT area hiking trails, or just a relaxing time away from the hustle and bustle of daily life. With paved road access all the way to the house and tons of amenities within the Chimney Hill community, this is the perfect way to break away and enjoy some time in the great outdoors. brbrThe house is a classic post and beam home which features 3 bedrooms and a sun sofa with tons of room for family and friends. You'll slide right into your relaxing getaway with the warm, wood detailing and rustic charm of this cabin. The central chimney and fireplace allow for conversations deep into the evening around some hot cocoa (or an adult beverage), and the backyard deck and grill can make for a memorable summertime cookout and picnic for all meals in the day.brbrThe semi-finished basement is a great escape with a TV, ping pong, and a second tier living room for older kids to hang out and keep the entire family happy while enjoying the beautiful experience that is southern Vermont. If you need a little more space, the Chimney Hill community center is directly across the street - featuring a gym, indoor / outdoor pools, play areas, tennis courts, movie nights, and many other ways to keep everyone busy and in great spirits.brbrThis home has great experiences for all seasons; with summer festivals, spectacular fall foliage, steady winter weather with one of Vermont's best ski resorts (Mount Snow) within a 10 minute drive from the front door. The nearby town of Wilmington also offers some great dining and a small town appeal perfect for the family getaway. brbrWe welcome you to our home away from home, and hope you enjoy your time with us! Read More

  • Property-15 Image 1
    LUXE LOG CABIN WITH HOT TUB, STEAM ROOM, SAUNA!
    Cabin $1,014 / Nightly
    • 4 Bed
    Wilmington, Vermont, United States

    Sensational Luxurious one of a kind custom built 4500 sf log cabin with amazing amenities, close to Mount Snow and the town of Wilmington. This home has much to offer for those who are in need of a luxury escape. From the hot tub over looking the crackling brook to enjoying one of the 3 custom built fireplaces, this home has it all. Steam room, sauna, game room, and bar are some of the many features. Located within a few miles of both Mount Snow and the center of Wilmington. It will not disappoint! Read More

  • Property-16 Image 1
    3 BR/2 Bath Post and Beam - Next to Haystack Golf Course.
    Private Vacation Home $162 / Nightly
    • 3 Bed
    • 2 Baths
    Wilmington, Vermont, United States

    Built in 2001 this three bedroom - 2 bath post and beam home sits directly next to beautiful haystack Golf Course in Wilmington, Vermont. brbrThis house is in a small private community ten minutes from Mt. Snow, 30 minutes to Stratton and only two miles from downtown Wilmington for shops and restaurants. 5 minutes from Hermitage Resort and Haystack mountain.brbrHarriman Reservoir is nearby for boating and fishing. brbrThere are many hiking and snowmobiling trails in the area.brbrYou will enjoy the large deck with access to and views of the golf course.brThe exposed beams combined with lots of natural light, comfortable furniture and a new 36" flat screen TV make this home truly unique and very relaxing. brbrKeywords: House, ski house, VT rental, chalet, Golf course community, Mt Snow rental, Haystack, Haystack Golf Course, seasonal ski rental. Golf vacation Read More

  • Property-17 Image 1
    Cozy Vermont home for your Summer and Fall getaway
    Private Vacation Home $200 / Nightly
    • (19)
    • 4 Bed
    • 2 Baths
    Wilmington, Vermont, United States

    Located in the beautiful Chimney Hill neighborhood, our house is just a short drive to Mount Snow! Our house has 4 bedrooms, 1 1/2 bathrooms, 2 living rooms both with wood burning stoves, and sleeps 8 adults. The kitchen is fully equipped and there is seating for 8 at the dining room table (with 2 additional high top seats at the counter top bar). brbrOn the main level, you will find the kitchen, dining area, living room, a bathroom and 1 bedroom with a queen sized bed (no closet available, as its in use as a locked owner's closet). Downstairs, you will find a full bathroom (with a full bathtub, as well as a washer and dryer), another living room and 3 bedrooms - 2 with queen beds and 1 with a twin over double bunk bed. The top bunk is only available for guests under 100 lbs. brbrThe living room on the main level has a TV with cable, Netflix, a DVD player (with a selection of movies), and some board games. The downstairs living room has a TV with cable, Netflix, an Xbox and Nintendo Wii (with a selection of games). A big hit with kids of all ages!brbrThe Chimney Hill community clubhouse is available for our guests' use during their stay - you'll have access to both an indoor heated and outdoor heated pool (summer only), an indoor hot tub, fitness center, kids play room/game room, a movie room and a BYOB bar/kitchen. Near the outdoor pool is a children’s playground. There are also an ice skating pond, a duck pond/fishing area, as well as basketball and tennis courts. brbrWe are located within a short drive to Mount Snow, with world class skiing/riding, as well as a golf course and mountain biking. The Haystack trailhead is within walking distance to our house; no need to worry about parking!brbrFour wheel drive and good tires are STRONGLY RECOMMENDED in the winter and spring. The neighborhood is hilly and when conditions are snowy, icy or muddy, navigating the streets can be tricky. brbrOur house is available for longer stays in the summer and fall (no more than 29 days). Please message me about rates and fees. When making a reservation request, please provide details about yourself and your group and the reason for your visit to our area. br brVermont Tax ID: MRT-10902617 Read More

  • Property-18 Image 1
    Sun-filled retreat on Haystack Golf Course
    Private Vacation Home $380 / Nightly
    • (1) Exceptional
    • 3 Bed
    • 2 Baths
    Wilmington, Vermont, United States

    Close to Hermitage Resort and Mount Snow. This immaculate renovated townhouse features updated kitchen, brand new gas stove, e-heaters in bedrooms, and two full bathrooms. Spacious open plan with oversized windows and dramatic 20ft ceilings. Beautiful, open, well-stocked kitchen with Starbucks and regular Coffee makers. Rebuilt large deck with open views, brand-new grill, and Adirondack chairs. In unit Washer Dryer. Use of private locker at the Club at Mount Snow (need to verify for 2022-23). Attached to home, just outside front door is storage shed for all your gear. Apple TV, Internet and WIFI, Hulu Live TV + Disney, board games + mini Sega and Atari game systems all available. Plenty of sun shines in the windows of this town home on Haystack Golf Course. Close to Mt. Snow, Hermitage and to Wilmington restaurants. Mount Snow is only a 15 minute drive. You'll enjoy snowshoeing out the door of this property, as well as cozy fires and a large hearth area for drying out and warming up the ski boots! Three bedrooms sleep 6, and a loft/living area with queen sleeper sofa sleeps 2 more. Available as seasonal winter rental. Call Dutch Rentals in West Dover, VT for details. Read More

  • Property-19 Image 1
    Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy, Lake Access!
    Private Vacation Home $2,695 / Nightly
    • 10 Bed
    • 7 Baths
    Wilmington, Vermont, United States

    Privacy and nature. Great amenities and location. This luxury log home is situated on twenty acres and has everything you need to make your vacation one to remember. The estate has 10 bedrooms which sleep up to 28, surrounded by forest and close to the best Vermont has to offer. Swimming pool, lake access, hot tub, sauna, two entertainment rooms, a game room, and a fire pit, and AC in every room. Perfect for large families, a group of friends, or a corporate retreat, we know you will love this home!brbrWe have recently installed 2 Gig Fiber Optic Internet, which means your group will have great speeds while enjoying rural Vermont!brbrThe SpacebrbrThe home has ten bedrooms spread across the main house and guest house, with six full bathrooms and one half bathroom. The master bedroom is en-suite with a jacuzzi tub, and a private deck. The beds will have fresh linens and towels upon your arrival, and the home is cleaned and sanitized from top to bottom by a group of professionals after every stay.brbrIn the main house are two entertainment rooms, each with a wood fireplace, huge flat screen TVs, and plenty of seating. The ground floor entertainment room also has a wet bar with a refrigerator and dishwasher, and the sauna, which has a custom-made white birch changing room.brbrThe kitchen has professional quality appliances with two ovens, a refrigerator and a wine cooler, granite countertops, a Keurig and classic drip coffee machines, and is well stocked. Your chef will have the plates, cups, silverware, and cookware needed to prepare the feasts for your group.brbrIn the guest house is two bedrooms and a wood-burning stove on the second floor, and the game room is on the first floor. The 2 Gig Fiber Optic Wi-Fi is super fast and the signal is strong throughout both houses.brbrOutside is the swimming pool, which is heated from late June to early September, and a hot tub which is available year-round and is serviced professionally every week. There is also a top-of-the-line huge gas barbeque and a smaller gas grill, plenty of furniture, and a fire pit. Two kayaks are also available for your group.brbrA very short drive (less than 1 minute) from the house is Harriman Reservoir, which has a landing for non-powered boats, picnic tables, a beach, swimming, fishing, and hiking trails.brbrFor winter guests, the VAST network is also very close to the house.brbrWe have a concierge service that would be more than happy to make your stay even more luxurious and relaxing. They can stock the home with groceries before you arrive, schedule private chefs, precooked meals, beer and wine tastings, schedule activities, bring in yoga instructors or massage therapists, and more. We will be happy to provide their contact information after a booking.brbrThe Perfect DaybrbrNo matter what time of year your group decides to book our estate, there is plenty to do to fill up a day with adventure and relaxation.brbrAfter waking up, enjoy a fresh cup of coffee in the peace and quiet afforded by being surrounded by woods on all sides, then cook up a brunch while your group prepares for the day. brbrFor warm-weather guests, you can head down to Harriman Reservoir, where there is a great beach for swimming, kayaking, fishing, lazing out in the sun on the grassy areas, or go for a hike on the trails. Golfers have several courses nearby to choose from, there are also boat rentals, tons of trails, and the ski mountains have plenty to do such as hiking, zip lining, and more. Or, you can have a relaxing day on the estate, go for a swim in the pool, a soak in the hot tub, spend some time in the game room while watching the game, and more.brbrFor winter guests, Mount Snow is an excellent mountain and is only ten miles away. You can also spend the time at the estate with a fire in the fireplace, wrapped up in a blanket with a classic novel and a glass of red wine, go for a soak in the hot tub, a steam in the sauna, and then watch a movie on one of the several huge flat screen TVs.brbrAfter the day is done, light a fire in the fire pit and enjoy your favorite beverage as the crackling fire keeps you warm as the Vermont night encloses around you. Allow a private chef to cook you up a meal, grill your favorite meats and veggies on the barbeque, or head into Wilmington and have a dinner at any one of a number of great restaurants. Then it is off to bed for a great night’s sleep!brbrThe NeighborhoodbrbrThe location of this vacation home is absolutely incredible. Harriman Reservoir is a short walk or even shorter drive, with plenty of parking, a ramp to put in the kayaks, charcoal grills, picnic tables, hiking trails, and plenty of grass and beachfront.brbrWilmington is a charming Vermont town with tons of great restaurants and bars, a downtown area to walk and explore with artisan and artist shops, a supermarket, all of which is a mere three minutes away by car.brbrMount Snow is ten miles away, which means you will not spend your entire vacation in the car going to and from the mountains. Great year-round, there are trails, golfing, zip lining, and of course, skiing and snowboarding.brbrBerry picking season is from June to October, a real treat for kids and adults alike. Farms in the area are organic and have the freshest produce, eggs, meats, cheeses, and baked goods. You can pair your purchases with a wine or beer tasting set up by our concierge, or pick up a local selection in the nearby shops and stores. Blueberry festivals usually run from late July to early August.brbrAnother great way to support the local economy is by visiting art galleries and shops, perfect for finding that thank you present for a house/pet sitter, or for friends and family who could not make it (sad for them!) Or find that perfect memento for your home or office, a great way to remember the amazing time you had in Vermont!brbrThere is great fishing in the area as well. All fishers over the age of 16 require licenses, and when you pick them up, grab a copy of the Vermont Fish and Game magazine for a great resource on the best places to fish, as well as important information, rules, and regulations.brbrWe know that you will enjoy your stay!brbrPlease NotebrbrWe must be informed of all events on the property.brbrThe pool is open from mid-May to mid-October, and heated from mid-June to mid-September, weather depending. We heat the pool up to 82 to 84 degrees, which is the maximum our equipment can support.brbrWe have two outdoor security cameras on the property, one on the main house that looks down the driveway, and one on the guest house that covers both parking areas. They are there for your security and ours. Read More

  • Property-20 Image 1
    Find your escape at The Coldbrook House, Mt. Snow
    Private Vacation Home $1,033 / Nightly
    • (10) Exceptional
    • 5 Bed
    • 4 Baths
    Wilmington, Vermont, United States

    10 min to Mount Snow, 30 to Stratton. 5 min to downtown Wilmington and Herriman Reservoir. Perfect for 3-4 families or couples trips. Come enjoy the beauty of Southern Vermont at The Coldbrook House!brbr----brbrThe Coldbrook House is a conveniently-secluded ski home located in Wilmington, VT - a quaint but accessible ski destination minutes to Mount Snow. The home is situated on 500 feet of pristine Coldbrook River frontage that is yours to enjoy at all 4 seasons. brbrThe modern ski home spans 4,000 sq. ft with 5 bedrooms and 3.5 baths accommodating 13 guests in beds. Other amenities include 7-person hot tub, high-speed internet, cell signal booster, pool table & shuffleboard, DirectTV with NFL Sunday Ticket, and Sonos whole-home wifi speaker system. brbrThe heart of the (adult) home is the kitchen, dining, and great room. The kitchen is professionally equipped with a Wolf range, SubZero refrigerator, and beverage fridge along with a wide assortment of kitchenware that you will need to cook Thanksgiving dinner for 15 or a pre-ski breakfast for the whole family. The eat-in kitchen and island can accommodate 8 and the live-edge dining table can accommodate 8 more! The vaulted ceiling great room is framed by an 18-foot custom wood burning fireplace and chandelier to set the mood on those chilly Fall and Winter days. Relax with a cocktail or glass of wine around the fire while the kids play in the basement. brbrIn the warmer months, find yourself enjoying the back deck with a cup of coffee on the L-shaped lounge. Fire up the gas grill and have a cook-out, or simply enjoy a beer while taking in the sounds and beauty of the Coldbrook river at the outdoor dining table. brbrThe heart of the (young & old kids) home is the walk-out finished basement housing a pool table, shuffleboard, dartboard, gas fireplace, 2 TVs, Xbox, and a wide range of streaming apps. brbrThe main-level master suite offers easy access to the back deck via a private entrance and a beautiful canopy king bed along with a TV. The master on-suite leads to dual vanities, a jetted jacuzzi tub, a walk-in shower with custom river rock tile, and a private toilet. brbrUpstairs you are greeted to an expansive loft area with multiple sitting areas, a desk, and a Juliet balcony with a sitting area that is beautifully private. The upstairs full bath offers an expansive layout with a shower/tub combo and rainshower. It easily accommodates the two bedrooms it services as well as bath time for the kids!brbrThe Green Room & White Room are our two upstairs bedrooms which offer queen beds, sitting areas, and ample storage. Located at opposite ends of the home, they are quiet and secluded and provide amazing light no matter what season. brbrIn the finished basement, you’ll find 2 additional bedrooms. The Downstairs King offers a large king bed, storage, and easy access to the hot tub and game rooms. The Bunk Room (aka the kid's room) is equipped with 2 bunk beds (one single over single and one with single over double) along with plenty of storage for toys and luggage as well as easy access to the basement game room! brbrWhether you’re looking for a family-friendly home that has dedicated ‘adult’ and ‘kid’ areas or you are a younger group looking to enjoy the whole home together, The Coldbrook House is the perfect slice of luxury, convenience, and seclusion you have been looking for. brbrWe look forward to welcoming you to The Coldbrook House on your next visit to Southern Vermont! brbrDewey & Rachelle Hastrichbr Read More

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Information about vacation rentals in Wilmington

houseNumber of available properties in a Wilmington

152 properties

pricePrices starting from

$52.76

petsNumber of properties with pets allowed

44 properties

spaNumber of properties with pool/spa

67 properties

kidsNumber of Children welcome properties

141 properties

beachNumber of properties near beach/ocean

22 properties

Most popular vacation rentals in Wilmington

  • thumb
    $ 870.00 avg/night
    9
    • 4 Beds
    • 5 Baths
    • 0 Guest(s)
    Luxury 4BR Townhome at the Hermitage, only 4 Miles to Mount Snow Wilmington, Vermont, United States

    You'll have plenty of room to spread out with 2 master suites, a double bunk room (4 beds), and a... Read More

  • thumb
    $ 350.00 avg/night
    5
    • 3 Beds
    • 4 Baths
    • 7 Guest(s)
    Townhome with great views and sauna, perfect for skiers and golfers Wilmington, Vermont, United States

    4 level townhome right off the 10th hole of the Haystack Golf Course, and a short drive to Mount... Read More

  • thumb
    $ 603.00 avg/night
    9
    • 4 Beds
    • 5 Baths
    • 12 Guest(s)
    Beautiful Home on 22 Acres w/Ponds Near Mt. Snow Wilmington, Vermont, United States

    Spacious, 4,500 sq. ft. house that sleeps 12 set on 22 acres with ponds, streams, and hiking.... Read More

  • thumb
    $ 681.00 avg/night
    9
    • 5 Beds
    • 4 Baths
    • 10 Guest(s)
    Spruce Hill Farm - 1850 Farmhouse on 50 Acres - 10 min to Mt Snow!! Wilmington, Vermont, United States

    Beautiful 10 room farmhouse set on 50 acres. You won't be disappointed! Large renovated kitchen... Read More

  • thumb
    $ 380.00 avg/night
    1
    • 3 Beds
    • 2 Baths
    • 8 Guest(s)
    Sun-filled retreat on Haystack Golf Course Wilmington, Vermont, United States

    Close to Hermitage Resort and Mount Snow. This immaculate renovated townhouse features updated... Read More

  • thumb
    $ 439.00 avg/night
    4
    • 6 Beds
    • 3 Baths
    • 0 Guest(s)
    6 Bedrooms/3 Baths Farmhouse near Mt Snow and Hermitage Club Wilmington, Vermont, United States

    Fox Meadow Farm is an historic Vermont property with four bedrooms and one full bathroom upstairs... Read More

  • thumb
    $ 993.00 avg/night
    25
    • 4 Beds
    • 3 Baths
    • 12 Guest(s)
    Large beautifully renovated home close to Mt Snow and Hermitage Wilmington, Vermont, United States

    Completely updated with old log home feel. This home is next to the base of the Hermitage and a... Read More

  • thumb
    $ 325.00 avg/night
    8
    • 3 Beds
    • 3 Baths
    • 9 Guest(s)
    Rustic Mountain Getaway Wilmington, Vermont, United States

    Cozy rustic mountain getaway located in Southern Vermont. Nestled in the C section of Chimney... Read More

  • thumb
    $ 387.00 avg/night
    3
    • 4 Beds
    • 2 Baths
    • 9 Guest(s)
    Cozy, spacious ski home 10 minutes from Mt. Snow! Wilmington, Vermont, United States

    Completely renovated and fully updated home overlooking the Mount Snow and Haystack ridgelines... Read More

  • thumb
    $ 550.00 avg/night
    10
    • 4 Beds
    • 3 Baths
    • 0 Guest(s)
    Perfect Getaway just minutes to Mt Snow plus a Hot Tub! Wilmington, Vermont, United States

    A wonderful vacation home in a private but very convenient location, just 10 minutes to Mt Snow.... Read More

 

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