Home Vacation Home Rentals By Owner In Wilmington, VT

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Exceptional(6)

$330.53

/ Nightly
Private Vacation Home

Stunning views of Lake Whitingham+ Minutes from downtown Wilmington!

Wilmington, Vermont, United States

The Boulder House is the perfect four season Vermont getaway for families or couples looking to relax, explore and enjoy all that Southern Vermont has to offer. Let the kids settle into the game room for some old school packman, foosball or a movie while the “Big Kids” head to the second level for some rest and relaxation in the large family / dining room and enjoy stunning year round views of Lake Whitingham.brbrENTRY LEVEL / FIRST FLOOR:brA large heated mudroom right off the driveway (Get out of the car and step right in the door....No need to lug your gear through tough terrain or the elements!) with plenty of room for the whole family to drop their equipment take off their boots and settle into the home. brbrKids of all ages can head right into a large shiplap pine game room with a refrigerator, stand-up video game (pac-man and others), fooseball table, smart TV, futon, comfy chairs and enjoy some fresh popcorn. brbrFull bathroom and laundry utility room with washer and dryer are also convienently located on this first level.brbrSecond Floor: Master Bedroom (1 king-size bed) with full closet, smart TV and private access to the office / nursery for someone looking to slip in a litte work or take a nap. brbrFull bathroom, Living room, recently renovated Kitchen with all new stainles steel appliances, Large expandable oak dining room table for the entire family, smart TV, large leather couch and love seat, wood stove/fireplace, double sliding glass doors to wrap-around porch with dramatic 4 season lake views. brbrThird Floor: A Second large open Master Bedroom with 1 new king bed and a full size day bed and 20 foot ceilings, skylight, ceiling fan and a small third story deck with bistro seating where you can enjoy your morning coffe. A back bedroom includes 2 twin beds and a day bed with a cool view of the boulders out back from which the house got it’s name. A full bathroom is also on the third floor.brbrThe primary entry is under the deck adjacent to the driveway which is convenient when it's snowing or raining. There is a smart lock and guests wil be provide a unique code upon their day of arrival.brbrPARKING: Gravel driveway (4 vehicles). NOTE: 4-wheel/AWD is recommended in the winter months to access the property and surrounding areas. The road is private and maintained but can get snowy, icy, and muddy (it’s Vermont). Be aware that on snowy days and early spring mud season it can be tough to make it up without all wheel drive and snow tires.
Bed 3

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Bath 3

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Sleep 6

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Exceptional(9)

$535.65

/ Nightly
Private Vacation Home

Large rustic home with gameroom. Near lakes, skiing, walk to downtown.

Wilmington, Vermont, United States

This completely refurbished 1800’s farmhouse is the ultimate getaway! Embrace the rustic charm with wood beams and original wood floors. There is also a spectacular gameroom located in a Timber Framed Barn that is attached to the house. In addition to the many fun features of the house, there are many nearby outdoor attractions!brbr4 seasons of fun. br- Imagine fun filled days on one of the two nearby lakes in the summer. With boat, jet ski, kayak rentals. Kayaks and paddle boards available at the house. (will need to transport by vehicle)br- Beaches and great swimmingbr- Walk to downtown to restaurants, bars, breweries, shopping, dispensaries, art galleries br- Great skiing, skating, snowmobilingbr- Amazing hiking year round br- Fabulous fall foilagebr- 2 highly rated golf coursesbr- Historic sitesbr- FishingbrAfter all of this, you can unwind with family + friends playing board games or spending time together in the many spaces the home has to offer. brThe gameroom has a pool table, ping pong, air hockey, and classic Pac Man arcade games, This room will surely provide entertainment for all! This space is not insulated, but does have a pellet stove for heat in the winter. Guests will need to start the stove when using this space and it will take a few hours to warm up during the cold winter days. brbrbrWith 5 bedrooms and an open floorplan, you have the opportunity to share the truly amazing experiences with your large group of friends and family. Whatever you’re into, this home / location will leave you with the most unforgettable memories.
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Bath 2

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Exceptional(141)

$418.1

/ Nightly
Private Vacation Home

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Wilmington, Vermont, United States

4 Bedrooms, 3 Baths, well-appointed, comfortable & roomy. Set high in family-friendly Chimney Hill above the Chimney Hill Clubhouse which provides amenities free of charge for guests - indoor & outdoor pools, fitness room, indoor hot tub & sauna, tennis and basketball court, social areas, game room, and grills. Days of operation vary seasonally. Ice skating pond during winter months. brbrHouse is open-concept with three levels to accommodate everyone comfortablybrbrOne primary bedroom, one private Queen bedroom, and two family-style bedrooms ; 3 full-baths - 1 per floor, ensures everyone's comfort. Additional features include a wood burning fireplace insert in living room, safe electric infrared fireplace entertainment center in playroom, updated kitchen & baths, WIFI, and a large game room with a full-size air hockey table, Foosball, and shuffleboard table. brbrWrap-around deck and private master deck afford beautiful wooded views, outdoor dining, Large outdoor grill.brbrWithin minutes of charming downtown Wilmington and a quick 10 min drive to Mount Snow ski area and Haystack Golf Courses.brbrThe Deerfield Valley area is host to many fun family activities such as hiking, horseback riding, farm visits, sleigh rides, ice skating, fall foliage, music events, local brewery tours and tastings. Mount Snow has expanded its snow-making facilities recently to further enhance your skiing experience and is also host of weekend entertainment events.
Bed 4

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Bath 3

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Sleep 8

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Exceptional(12)

$540.78

/ Nightly
Private Vacation Home

Four Season Vermont Getaway with Hot Tub

Wilmington, Vermont, United States

Quintessential Ski House located in Chimney Hill. Just 10-15 mins from Mount Snow & minutes from downtown Wilmington. The house is centrally located for you to enjoy winter activities like skiing and snowmobiling. In the summer there is nearby golf and hiking as well as water activities at nearby Harrison and Somerset reservoirs.brbrThis generous home offers 3 large bedrooms and a loft, plus a bonus room in the basement. The master bedroom on the main level has a queen bed. The upstairs is equipped with 2 bedrooms and a loft. One bedroom has a queen bed, the other has a queen and a full bed. The loft has a large pull-out couch. The house has one full bathroom on the main level, 2 full bathrooms upstairs and a full bathroom in the basement. We have also recently installed a hot tub out back. Some other features are as follows: 10 flat screen TVs (5 in the basement alone) with streaming services, wood stove, butcher's block kitchen island, 8 seat dining room table, new appliances including a washer and dryer, gas grill, pool table, foosball, air hockey, standup arcade game with thousands of games, front deck, plenty of storage including a walk-in ski closet at entrance, usable yard, and ample parking with EV charger available.brbrOur house is in the Chimney Hill Community, which offers access to all the amenities including clubhouse, lodge, indoor & outdoor pools, hot tub, gym, locker room, bar, kitchen, theater, arcade, skating rink, tennis, basketball, volleyball courts, snowmobile & hiking trails.
Bed 3

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Bath 4

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Sleep 6

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Exceptional(3)

$265.55

/ Nightly
Private Vacation Home

Updated Single-Family, River Access & Farm Views

Wilmington, Vermont, United States

The main floor area consists of two separate living rooms, one with a brand new large sectional couch, TV, and a propane electric stove to keep you toasty in the cooler months. The other includes a pull-out queen couch, comfy chair, and 'work from anywhere' desk space. brbrThere is an open kitchen/dining area with three barstools and separate breakfast area along a wall of windows with views of the field, farm and river. Attached on the main level are both a deck with outdoor dining table overlooking the field, river and farm, and a covered back porch with a small couch, chairs, coffee table, two swings and a gas grill with views of the next door farm and their goats!brbrThe main floor also includes a 1/2 bath with washer and dryer. brbrUpstairs there are four bedrooms: The primary bedroom with king bed and sitting area and a full ensuite bathroom, two bunk rooms each with a set of twin bunkbeds, and a bedroom with a queen-sized bed. There is also a shared full bath with tub/shower in the upstairs hallway.brbrOutside you'll find a private back yard and expansive side field with river access and views of next-door Adam's Farm. We also have created a new screened-in porch bunk room for enjoying evening drinks or sleeping alfresco!brbrThe property is conveniently located to all the valley has to offer: brbr- 5 minutes from downtown Wilmington's shopping, restaurants, etcbr- 10 minutes to Mount Snowbr- 5 minutes to Lake Rapondabr- 5 minutes to Snow Republic Brewerybr- 12 minutes to Beer Naked Brewerybr- 12 minutes to Vermont Distillersbr- 40 minutes to Stratton Mountainbr- 1 minute walk across the street to River Valley Market open daily selling wine, beer, groceries, delibrbr*Follow us on Instagram @riverside_retreat_vermont!*
Bed 4

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Bath 2

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Sleep 8

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Exceptional(18)

$472.74

/ Nightly
Private Vacation Home

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington, Vermont, United States

The perfect place to enjoy Vermont's natural beauty and outdoor activities. This comfortable cabin can accommodate any group, whether you're traveling with your family, your friends, or your partner. You'll love the new kitchen, the warm fireplaces, and the game room with bar games including shuffleboard, darts, and arcade. Kids will be entertained by the projector with Roku and HDMI. You'll also have easy access to Mount Snow, only 7.2 miles away, plenty of parking, and pet-friendly!brbr***Send us a message with any questions!!***brbrAll interaction will be through the specific platform which our guests book their stay with us.brbrStay with us at Crooked Ear Cabin and you'll be in for a delightful experience through all four seasons!brbrSummer Activities:brbrGolf:brbrChimney Hill is conveniently situated just minutes away from Mount Snow and Haystack Mountain, both of which offer exceptional golfing experiences. Whether you’re a seasoned golfer or a beginner, these courses provide picturesque fairways, rolling greens, and stunning mountain views. Tee off amidst the natural beauty of Vermont!brbrHarriman Reservoir:brLocated near Wilmington, the Harriman Reservoir is a fantastic spot for fishing. It’s a serene and beautiful place where you can enjoy various activities.brbrFishing: brbrStocked Fishing Pond: As a guest in Chimney Hill, you’ll have access to a stocked fishing pond. Imagine spending peaceful mornings casting your line, surrounded by the serene landscape of the Green Mountains. Whether you’re an angler seeking trout or simply enjoy the tranquility of fishing, this pond is a hidden gem.brbrThe reservoir offers opportunities for fishing. You can cast your line and try your luck catching fish in this peaceful setting. Whether you’re an experienced angler or a beginner, the Harriman Reservoir provides a tranquil environment for fishing.brOther Amenities: Besides fishing, you’ll find picnic areas, swimming spots, hiking trails, and even places to launch boats. It’s an all-around great place to spend time outdoorsbrbrThe Upper Deerfield River:brIf fly fishing is your preference, the Upper Deerfield River is within walking distance of Wilmington. brbrFly Fishing: brbrThe Upper Deerfield River offers excellent fly-fishing opportunities. Cast your line and enjoy the rhythmic flow of the river as you seek trout and other fish species. Whether you’re a seasoned angler or just want to try your hand at fly fishing, this area provides a picturesque backdrop for your fishing adventures.brbrSo grab your fishing gear, soak in the natural beauty, and enjoy some quality time by the water! brbrHaystack Mountain AreabrbrHaystack Mountain Hike:brHaystack Mountain offers a moderate hiking trail with fabulous views of the surrounding Green Mountains. The trail gains 1,025 feet in 2.1 miles and includes flat sections along a level ridge-line. Winter hiking here means fewer crowds, easier walking on packed snow, and no pesky mosquitoes. Dogs are welcome, so bring your furry friends along!brbrTrailhead directions: Turn off Route 9 in Wilmington and head into the Chimney Hill neighborhood. Follow GPS to Upper Dam Road where you’ll find the trailhead.brbrChimney Hill Wilderness Trails:brChimney Hill has created a network of non-motorized wilderness trails for hiking, snowshoeing, and cross-country skiing.brExplore the serene winter landscape and enjoy the crisp mountain air. Don’t miss the outdoor ice skating rink with a warming hut—perfect for family fun (Weather Permitting).brbrMount SnowbrbrMount Snow Ski Resort:brLocated just minutes away from Chimney Hill, Mount Snow offers some of New England’s best downhill skiing and snowboarding. With 99 trails, it caters to beginners and experts alike. Enjoy the fast lifts, well-groomed slopes, and breathtaking views from the highest peak in southern Vermont.brbrSnowmobile Vermont Tours:brIf you’re seeking an exhilarating snowmobiling adventure, head to Snowmobile Vermont. Their Mount Snow location offers two snowmobiling experiences through the Green Mountain National Forest. The Two-Hour Backcountry Tour takes you on an adventurous journey via Vermont State trail system. Please note that the meeting location has moved to 8570 VT9 Woodford, VT 05201, about 25 minutes southwest of the resort.brbrRemember to bundle up, embrace the winter wonderland, and savor the beauty of Vermont’s outdoors! ️❄️.brbrThe entire home is available for use.brbrThe day of check in you will be provided with an access code.brbrWelcome to this newly updated home! Enjoy the fully renovated kitchen with full amenities, bar games, media room with arcade cabinet with thousands of games and 110” multi-media screen. Bring your favorite video game console and connect to the HDMI wall outlet and play on the big screen! Or stream your favorite shows or movies on the big screen while you rest up for the next day's adventure!brbrRelax on the couch and read a book in the Living Room by the fire while the more active members of the family blow off steam in the game rooms. brbrBRAND NEW KITCHEN: Full equipped to prepare any meal! Cabinets stocked with place settings, silverware, baking sheets, pots and pans, etc. brbrToasterbrKEURIGbrTraditional coffee potbrFrench press. brSUPPLY YOUR OWN Coffee and pods.brBlenderbrCrock PotbrbrGuest Privileges within Chimney Hill brbrWe are less than 2 miles from the nearest Moover public transit stop at the entrance of Chimney Hill if you'd like to utilize public transit to access nearby attractions. brbrDowntown Wilmington is a 5 minute drive from our home.brbrWelcome to our charming short-term rental! Nestled in the heart of Chimney Hill, our cozy abode offers exclusive access to a delightful array of amenities. As our guest, you’ll enjoy access to the following:brbr- Community Indoor Pool with Hot Tubbr- Community Outdoor Pool (Weather Permitting)br- Tennis Courtsbr- Pickleball Courtsbr- Ice Skating Rink (Weather Permitting)br- Hiking: Within Chimney Hill and close by!br- Snowmobiling: Easy access to the DART trail system!brbrFamily-Friendly Features:brGot kids who prefer pixels over powder No worries! Bring your video game systems and seamlessly connect to our Media Room’s big screen via HDMI.brLog in to our Roku devices with your streaming accounts or simply Cast or Airplay to catch your favorite movies and shows.brbrAdults’ Retreat:brUnwind at the bar and engage in spirited games of shuffleboard or darts. May the best player win!brbrNostalgic Gaming:brStep back in time and relive your youth! Our 4-player arcade cabinet boasts thousands of classic games. Whether it’s Pac-Man, Space Invaders, or Street Fighter, the joystick awaits your skilled maneuvers.brbrBook your stay now and create unforgettable memories in this haven of leisure and play!
Bed 3

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Bath 2

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Sleep 8

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Exceptional(19)

$593.29

/ Nightly
Private Vacation Home

Spring Vermont Ski House- Salt Hot Tub, Fire Pit, Pets, 10 min to MT Snow

Wilmington, Vermont, United States

Nestled on 3 wooded acres, this welcoming 5-bed, 3-bath haven is your perfect mountain escape. Designed for connection and relaxation, comfortably accommodating large groups and families.brbrMain Living Area:br Bright, open-concept living space with a cozy electric fireplace and a comfortable sectional.br Fully equipped kitchen with a dedicated coffee and tea station.br Large dining area with seating for 14 guests.brbrBonus Spaces:br A quiet den on the main floor, perfect for reading or conversation with a futon.br An upstairs bonus room with a futon for lounging or extra sleeping space.brbrOutdoor Living:br Multiple decks with a grill for outdoor dining.br A relaxing saltwater hot tub.br A fire pit for evening gatherings and s'mores.br A large lawn with a volleyball/badminton net for daytime fun.brbrBedrooms & Bathrooms:br Main Level: Two King Bedrooms, two Queen Bedrooms, and two full bathrooms.br Upper Level: A private King Suite with an ensuite full bathroom.brbrFamily-Friendly Amenities:br Pack 'n Playbr High chairbr Children's books and toysbrBoard Games and Puzzles brbrClimate Control:br Portable air conditioning units and fans for summer comfort.br A robust heating system for cozy winters.brbrPARKING:brDriveway up to 6 VehiclesbrbrGuest accessbrCheck-in: 4pmbrCheck-out: 11ambrbr-Keyless entry via codebr-No smokingbr-No events, parties or large gatherings br-Must be 25 years old to bookbrbrLOCATION, LOCATION, LOCATION: brLocated just a short drive to Mount Snow, Harriman Reservoir, Hiking trails and local restaurants and shops in downtown Wilmington!brbr- 10 minutes to Mount Snowbr- 7 min to the center of Wilmington for dining and shoppingbr- 7 min (3 miles) Lake Raponda br- 10 min to Lake Whitingham (Harriman Reservoir), br- 2 min from River Valley Market for grocery shopping. br-We are located a short walk ~ 1 mile to the Moover Bus Stop. br-20 miles to Stratton Mountain br- 32 miles to Bromley Mountain br- 32 miles to Magic MountainbrbrRoad Conditions: Please be aware that our dirt road and driveway can become muddy during rain and the spring thaw ('mud season'), which is a normal part of Vermont life. Please plan your vehicle choice accordingly. During winter months its recommended that you have AWD or 4WD.brbr Connectivity: Cell service can be variable in our mountain location depending on your carrier. We provide reliable, high-speed WiFi throughout the home and strongly recommend enabling WiFi calling on your mobile phone for consistent service. Please download offline maps and directions before your arrival.br brLocal Wildlife: You are in a natural environment and may see local wildlife such as foxes, deer, and even bears. To ensure their safety and yours, please keep screen doors closed, store all food securely inside, and place all garbage in the designated, dumpster.br brSafety & Security: For your security, the property is equipped with two outdoor security cameras (one overlooking the driveway, one at the front door) and an outdoor-only noise monitoring system that measures decibel levels to ensure neighborhood peace. These devices do not have views into any interior spaces. The home is also equipped with Ring devices that monitor the smoke alarm system for your safety.
Bed 5

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Bath 3

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Sleep 10

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Exceptional(16)

$337.45

/ Nightly
Private Vacation Home

Honey Paws Inn: Wilmington Home 6 Mi to Mount Snow

Wilmington, Vermont, United States

Escape to Vermont and stay at 'Honey Paws Inn,' a Wilmington vacation rental surrounded by the Green Mountain National Forest! This 4-bedroom, 2.5-bath home grants easy access to Downtown Wilmington and countless outdoor activities. Spend your days skiing at the Stratton Mountain Resort or exploring Molly Stark State Park. Prefer to stay home Relax with stunning mountain views and a barbecued meal on the deck, and enjoy some friendly competition in the game room!brbr-- THE PROPERTY --brbrMRT-11153470-001 | Free WiFi | Pet Friendly w/ Fee | Wood-Burning FireplacebrbrBedroom 1: Queen Bed | Bedroom 2: Twin/Queen Bunk Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Den: Queen Sleeper Sofa | Additional Sleeping: Crib, Pack ‘n PlaybrbrOUTDOOR LIVING: Deck, gas grill (propane provided), patio, outdoor dining area, mountain view, fire pit, garden, hiking trail access on-site, boating & hunting nearbybrINDOOR LIVING: Smart TV w/ cable, jetted tub, shower, walk-in closet, DVD player, video library, stereo, game room w/ foosball table & board games, dining table, high chair, booksbrKITCHEN: Refrigerator, microwave, stove/oven, dishwasher, coffee maker, coffee grinder, blender, toaster, toaster oven, water filter, spices, cooking basics, dishware/flatwarebrGENERAL: Complimentary toiletries, linens/towels, washer/dryer, window A/C unit, hair dryer, hangers, iron/board, laundry detergent, trash bags/paper towelsbrFAQ: Steps required for access, pet fee (paid pre-trip), 1 external security camera (facing out)brPARKING: Driveway (4 vehicles), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrWINTER SPORTS: The Hermitage Club (1 mile), Mount Snow (6 miles), Stratton Mountain Resort (21 miles)brOUTDOOR REC: Green Mountain National Forest (surrounding area), Molly Stark State Park (6 miles), Lake Raponda (6 miles), Harriman Reservoir (14 miles)brDOWNTOWN WILMINGTON (~2 miles): Restaurants, coffee shops, boutiques, public transportationbrAIRPORT: Albany International Airport (61 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 w/ $200 fee (+ fees & taxes, 2 pets max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs to accessbr- NOTE: Your safety matters. This property features 1 exterior security camera located on the front exterior of the home facing out toward the front entry. The camera is outward facing and does not look into interior spaces. The camera records video and audio when activated by motion
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Bath 2

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Sleep 11

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