Home Vacation Rentals By Owner In Wilmington, VT

Showing 180 Of 186 Vacation Rentals
Slider Thumb

$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
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(100)

$654.46

/ Nightly
Chalet

New Lakefront Log Home

Wilmington, Vermont, United States

This new lakefront cedar log cabin is available the rental season! Minutes away from Mount Snow and Stratton, winter activities include: skiing, ice skating and ice fishing. Also 2 miles from the center of Wilmington.brbrThe property has 160 ft of water frontage on Spruce Lake. Fish for brook trout in this privately stocked lake. Take our 3 canoes, 2 kayaks and paddle board out on the lake for a fishing or site-seeing trip. Swim from our private beach or canoe to a shared beach at the end of the lake. Fall asleep to the sound of the brook running just outside the cabin!brbrThis is the perfect family vacation. The lake does not allow motor boats and the lake frontage has a shallow sandy entry.brbrbrWildlife abound!: The lake, brook and surrounding woods provide a perfect wildlife habitat. brbrThis year we've seen: moose, black bear, deer, heron, beaver, otter, geese, ducks. The family of ducks ask to be fed at least twice a day. Moose tracks have been seen on our beach. And a pair of black bear are well known to the area (keep the trash cans lids latched!).brbrThe brook has brook trout, frogs, turtles and crayfish. And of course the lake is loaded with perch, brook trout, rock bass, and mud puppies. brbrIn the surrounding woods the kids will also enjoy catching salamanders, newts, and garter snakes.brbrWaterfront Fire Pit ! We have a burn pit on our private beach. We provide the firewood; you provide the marshmallows!
Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(117)

$372.01

/ Nightly
Private Vacation Home

Spacious 4-BR A-Frame, loft office. Walk to Lake Raponda. Ski Mount Snow!

Wilmington, Vermont, United States

Spacious, classic A-frame. 2100 sq. ft. on 3 floors. Large front and back decks, nestled in woods. brbrMaximum 8 guests. No pets. Not handicap accessiblebrbrMain floor: living/dining area, center fireplace, skylights. Updated kitchen, ample workspace, new appliances. brbrGround floor: 3 Bedrooms: 1 Queen, 2 double, 2 twins, 2 extra-long twins. Minimally furnished common room provides extra play space for children.brbrTop floor: bedroom with window seat looking into the woods; loft office with two skylights. brbr2 TVs with cable. Living room TV (larger than one in the photo) has DVD player and is compatible with streaming devices: Common room TV has DVD player and tape player. Free Wi-Fi (50 up/50 down); free calling within continental USA.brbrAccess to charming Lake Raponda, a tucked away lake, approximately 1/2 mile wide and 2 miles long. Mountain View Association beach is sandy with gradual drop off, dock and swimming float. Five-minute walk on wooded path (see photo). Use of canoe and 2 kayaks. brbrRenters also can use the Town of Wilmington beach on Lake Raponda --- a bird sanctuary with gradual beach; picnic tables and grills in adjacent wooded area --- 25-minute walk, short drive or arrive by canoe/kayaks, brbrDrive-to swimmimg: Lake Whitingham (!0-15 min.) -- large beach on the east side and swim-off-the-rocks with nearby picnic tables area the on the west side. br brLocal walking or biking on country roads and marked hiking trails and via ski-mobile trail up the backside of Hogback Mountain (or drive) to Beer Naked --- great beer, pizza and a 5-state view. Drive-to hikes: East Branch Trail (streams, beaver ponds, hike or drive to reservoir (picnic tables, local trails, and great sunsets). Molly Stark (short hike to fire tower with great views. Camping sites). brbrTown of Wilmington: Small Vermont crossroads village with restaurants, coffee shops, pubs, bookstore and boutiques. Laundromat, pharmacy, grocery store. Flea market on Saturdays and Sundays. In the Mount Snow Valley: mountain biking, hiking, tennis courts, candlepin bowling (lanes with bumpers for young children), movie theater, two 18-hole golf courses, mini-golf, a French bakery and an abundance of restaurants and pubs. Winter: downhill and cross-country skiing, snowshoeing, tubing. .brbrSkiing and mountain biking: Mount Snow/Haystack - 9.5 milrd. Stratton Mountain - 45 min. drive. brbrMarlboro Music Festival (10 min. drive). MassMOCA contemporary art museum (30 min). Williamstown theater (35 min). Outlet shopping: Manchester (45 min. Nearby small towns worth a visit - Brattleboro, Bennington.brbrbr
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(16)

$373.76

/ Nightly
Private Vacation Home

Old Ark Retreat | Secluded & spacious dog-friendly home in Wilmington

Wilmington, Vermont, United States

Old Ark RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSerenity awaits at this private all-season retreat, ideally located between Mount Snow, Wilmington Village, Lake Raponda, and a bounty of year-round activities for outdoor enthusiasts of all kinds. In the summer, you can paddleboard, kayak, and boat only seven miles away. In the fall, hike local trails right from the end of your driveway, enjoy local festivals and music at Mount Snow, or tee it up at Haystack Golf Club. In winter, leave the bustle of the mountain behind and enjoy a relaxing soak in the hot tub while you grill or eat takeout from the many nearby restaurants.brbrSituated at the end of a winding country road, the home is a private enclave that welcomes family and friends to its dog-friendly space. Gather around the firepit and play cornhole, and in season, enjoy herbs and some veggies from the raised beds. The open-concept main floor offers a seamless flow between the living, dining, and kitchen areas, creating a warm and inviting space for relaxation. Enjoy Ping-Pong, and foosball on the lower level which also has a myriad of games and puzzles and a tv with a USB to connect to other devices. On the main floor, a wood-burning insert adds a cozy feel, and the Roku TV enables guests to access all their usual streaming from plush and comfy seating. The well-appointed kitchen makes family-style meal prep a breeze, and the large dining table can accommodate larger groups.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brWINTER CONDITIONSbrDuring the winter season, you can expect snowy conditions, icy roads, and occasional snowstorms. We highly recommend an All-Wheel Drive or Four-Wheel Drive vehicle.brWe also have arranged for plowing and sanding (we do provide salt as well)and shoveling and our people get to the house as soon as they can.brPlease be aware that inclement weather may lead to power outages or internet disruptions.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 6 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(5)

$436.06

/ Nightly
Condo

Multi-level resort home near ski resorts with balcony, streaming, W/D

Wilmington, Vermont, United States

Alpine AbodebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled between the charming towns of Dover and Wilmington, this inviting condo offers a peaceful retreat for your next vacation! This home away from home is conveniently located in the private Hermitage Club community in the scenic Green Mountains region. Wilmington is five miles away and offers a plethora of fun activities that will please everyone, especially outdoor enthusiasts. Make sure to visit Mount Snow Resort (skiing and snowboarding in the winter and hiking, mountain biking, and other outdoor activities in the summer), Molly Stark State Park, Harriman Reservoir (boating, fishing, and swimming), Wilmington Antique and Flea Market, Southern Vermont Natural History Museum, and Wilmington Village Historic District. Located three and a half miles away, Dover enjoys must-visit attractions, including Dover Forge Restaurant, Mount Snow Golf Club, Dover Town Park & Molly Stark Byway, Mount Snow, and Dover Winter Farmers' Market.brbrStep inside this well-appointed condo and discover a comfortable living space with modern amenities. Prepare a delicious meal in the well-equipped kitchen, complete with all stainless steel appliances, and then gather around the dining table to enjoy a memorable meal together. The spacious living room boasts comfortable sofas throughout, inviting you to spread out and enjoy a tranquil evening at home. Stream an entertaining show or movie on the smart TV. This home features a Sonos music system for home theater sound and for music and fiberoptic WiFi. Bonus track: There is a telescope you can use to explore the night sky and observe celestial objects.brbrThe comfortable bedrooms offer a restful night's sleep, ensuring you wake up refreshed and ready to tackle another day of adventure in Dover. The lower level boasts two beautiful bedrooms. The bunk bedroom is ideal for the kiddos with a stereo and a smart TV. The second bedroom also offers a smart TV for added convenience and entertainment. The upper level houses a private main suite with a large smart TV and an en suite bath. All three bathrooms have radiant floor heat. brbrDon't miss out on the opportunity to experience the beauty of Vermont from this lovely condo in Dover. Book your stay now and create unforgettable memories in this picturesque setting.brbrThings to KnowbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 2 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 30 years of age to book. Guests under 30 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(19)

$293.8

/ Nightly
Private Vacation Home

Cozy Vermont home for your Summer and Fall getaway

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
Bed 4

Bed

Bath 1

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(10)

$244.89

/ Nightly
Cabin

Classic Vermont cabin with forest views, pools, hot tub & gym

Wilmington, Vermont, United States

Log Ski LodgebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWarm, cozy, and quintessentially Vermont, this cabin in the woods of Wilmington makes a wonderful and relaxing New England escape. You'll feel blissfully secluded with the forest stretching out before you, yet you'll also enjoy easy access to the Chimney Hill Clubhouse down the road.brbrThis two-story cabin sits in the outskirts of Wilmington (three miles) - a prime location for skiing and other outdoor recreation at Mt. Snow (seven miles) and Stratton Mountain Resort (22 miles). Come summer, you'll be close to the Mt. Haystack Trail (half a mile), Haystack Golf Course (two miles), and the shores of Harriman Reservoir (five miles). And you can cap your days of adventure by enjoying the indoor/outdoor pools, hot tub, gym, and game room at the clubhouse.brbrThe cabin is full of rustic charm, from the exposed-beam ceilings to the classic and inviting wood paneling. After a thrilling day on the slopes, come home to stream a favorite movie, or set up a board game at the dining room table.brbrOn summer days, sip your coffee on the deck with a view of the forest and barbecue your dinner using the small portable grill. There's also a well-equipped eat-in kitchen, a private washer/dryer, and complimentary WiFi throughout the house. When it's time to turn in, retire to one bedroom on the main floor and a sleeping loft upstairs.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 3 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 1

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$433.93

/ Nightly
Private Vacation Home

Cozy chalet w/ woodstove, bbq, firepit, w/d, a/c, Chimney Hill Clubhouse access

Wilmington, Vermont, United States

Greer Court RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your charming retreat in Wilmington, VT! This delightful 3-bedroom, 1.5-bathroom chalet in Chimney Hill is the perfect getaway for families or friends seeking a cozy escape. With a German woodstove and firewood provided, you can enjoy warm evenings by the fire, while the partial air conditioning keeps you comfortable during the warmer months. The wraparound deck is ideal for outdoor dining, complete with a BBQ grill and a firepit for those memorable nights under the stars.brbrInside, the first floor features a welcoming open dining and living area, a well-equipped galley kitchen, and a convenient bedroom with a washer and dryer. Upstairs, you'll find two additional bedrooms and a half bathroom, ensuring ample space for everyone. Enjoy movie nights with the DVD player or take advantage of the high-speed internet to stay connected.brbrChimney Hill offers fantastic amenities, including a clubhouse with both indoor and outdoor pools, a gym, and game room. Engage in friendly matches on the tennis and basketball courts, or explore the nearby VAST snowmobile trails and hiking paths. With skiing, shopping, dining, and beautiful lakes just a stone's throw away, there's something for everyone to enjoy year-round.brbrWhether you're here for winter sports or summer adventures, this chalet is your perfect home base. Book your stay today and experience the beauty and excitement of Wilmington, VT!brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(11)

$346.87

/ Nightly
Private Vacation Home

Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

Wilmington, Vermont, United States

Snow Country HomebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSurrounded by lovely views of birch trees, this home is perfect for guests who want to truly take in a wintry atmosphere. The view is fabulous from the back deck, and wood paneling all throughout the home will make you feel like you're staying in your very own cabin. A fun open loft space is perfect for naps or sleeping through the night. Bedrooms are spread out across both floors. Like any good winter home, the full kitchen features full-size appliances and plenty of equipment for putting together delicious meals. You're always free to cook on the private gas grill if you're feeling like something with a little more smoke. Guests can enjoy access to a shared pool and hot tub during their stay, perfect for relaxing after a day of exploration. When you're winding down, just pull the room-darkening shades closed for a peaceful sleep.brbrTHINGS TO KNOWbrFree high-speed WiFi and cable.brFireplace is not for guest use.brA 4x4 is required to reach this home in winter.brThe basement is only partially finished.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrSki shuttle details: Guests can enjoy the Moover.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$302.07

/ Nightly
Private Vacation Home

Dog-friendly home with woodstove & W/D - next to golf course and near skiing

Wilmington, Vermont, United States

Mowing Way RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTucked into the trees and offering charm to spare, this adorable aquamarine cottage offers easy access to four seasons of fun. Summertime visitors should pack their clubs, as the home sits directly adjacent to the Haystack Golf Course. Hiking and mountain biking trails, state parks, and several natural areas offer even more ways to get out and enjoy the gorgeous surroundings. Wintertime visitors will love being so close to Mount Snow, around seven miles north, with lots of opportunities for snowshoeing and cross-country skiing in between. All the shops, restaurants, and amenities of Wilmington are around three miles away.brbrAt the home itself, start each day with a cup of coffee and some cool mountain air on the deck, then step inside to make breakfast when hunger strikes. Hardwood floors, wood-paneled ceilings and walls, and a corner woodstove create a cozy cabin vibe. Pop into the full kitchen - and take note of the impressive collection of cast iron cookware on the wall - to whip up culinary creations for friends and family, then sit down for a meal together at the adjacent table before heading out. brbrWhen you return, get that woodstove crackling and snuggle up with some hot cocoa while you watch TV. Let the washer/dryer take care of any clothes from the day, then fire up the grill on the deck for an easy cookout. Entertainment options for a night at home include free WiFi, a DVD player for movies, a CD player and music library, and board games. Four comfortable bedrooms await when you get sleepy. No matter if you’re here to relax or explore, you’ve found the perfect hideaway with this sweet retreat!brbrTHINGS TO KNOWbrThe washer/dryer are in the finished basement, accessible by ladder. The space may pose accessibility challenges for some guests.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 3 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 1

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(14)

$358.46

/ Nightly
Private Vacation Home

Historic Home, Centrally Located w/ Mtn Views!

Wilmington, Vermont, United States

Summary:brHistoric home that makes you feel like you're in a Hallmark Movie! Nestled in the Southern Mountains of Vermont. Enjoy its unique history and modern amenities. You will be surrounded by lakes, mountains, and forest, with miles of hiking trails (some accessible right from downtown) and just 7 miles to Mount Snow Resort. Great open space to share with family and friends either around the fireplace, or outside in the many vignettes created to help you take in the views of Haystack Mountain.brbrThe Space:br** Kitchen Renovated August 23'**brbrThe large primary bedroom complete with king size bed, private entry, skylights, wood beams and ceiling fan provides your own oasis. The luxurious ensuite bathroom with heated floors and multiple shower head options to create your own experience. Laundry room off the bedroom.brbrGuest Bedroom has a queen bed with a bohemian feel. It is warm and inviting and creates a comfortable space to retreat to after a long day of skiing, hiking, boating or a round of golf. brGuest Bedroom 2 – perfect space for adults or kids. Bunk bed with a twin, full and twin trundle to allow for a fun sleepover vibe for the kids or a comfortable space if it is just the adults. brbrGuest Bathroom embraces the history of the home with its original wood cabinetry, black and white flooring while providing you with all you need to freshen up and get ready to go out or hang on the deck and look at the stars.brbrThe loft area provides another queen bed, full remote workspace complete with desk and office chair. The other side of the loft area offers another space for the kids or adults to unwind, play some games or enjoy a good Netflix movie.brbrThe open kitchen offers a full coffee bar, gas stove, upgraded appliances, microwave, toaster oven and all that you need to prepare some amazing meals.brbrCentral to the home is the fireplace and the custom-made cherry staircase which creates different spaces for you to enjoy. A full dining area provides the perfect table to create lasting memories over good food and conversation.brbrThe outdoors offers a large fenced in yard with a deck and grill. The front of the house boasts a long porch great for enjoying a nice Rose and watching all the activity as people head into town or to the famous White House Inn located across the street.brbr*There are currently a couple window AC units in the main living space of the house as well as an additional AC unit in the loft bedroom area!brbrOther Things to Note:br- Primary renter must be at least 25 years of age.br- 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.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

Select Dates for Price

Charming home with fireplace, game room, full kitchen, gas grill, & balcony

Wilmington, Vermont, United States

Farmhouse on the RoadbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the hills and valleys of gorgeous Vermont any time of the year to have the vacation of your dreams. The area is tranquil, surrounded by trees, and near many fun attractions like The Ledges, Green Mountain Beach, Prospect Mountain Ski Area, and Stratton Mountain Resort. Bring your skis and experience world-class slopes in the winter, while hiking, biking, kayaking, and horseback riding in the summer.brbrUpon entry, you'll be met with a bright interior and a warm feeling of welcome throughout the three-bedroom space. Relax and make yourself at home by resting on the plush furniture, streaming your favorite movies on the TV, or curling up by the fireplace with a good book. Hobby chefs will love creating culinary charms in the full kitchen, equipped with a formal dining table and all the cupboard room you'll ever need. Challenge your loved ones to friendly competition games on the pool table or dart board, where you can make memories that'll last a lifetime. Comfortable beds in spacious bedrooms ensure that everyone will receive a restful night's sleep from the day's adventures, as well as a futon and sofa bed for extra room.brbrTHINGS TO KNOWbrTo use streaming services, guests must log in with their own credentials.brThis vacation rental is not equipped with a washer/dryer.brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: outdoor on garage only brbrSki shuttle details: bust stop walking distance from home. check schedule as it doesnt run as often in the summer. brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(6)

$414.75

/ Nightly
Private Vacation Home

Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow

Wilmington, Vermont, United States

Little Bend HavenbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrA classic Vermont experience awaits at this charming and cozy cabin in the woods of Wilmington. In addition to its many comforts and conveniences, this home will also offer complimentary internet soon!brbrAccess snowmobile trails right from the house, drive just a few minutes to Mount Snow, and enjoy the many amenities of the Chimney Hill Clubhouse less than a quarter-mile around the corner. brbrThis two-story cabin makes a picturesque escape in every season, sitting in a quiet woodland setting within Green Mountain National Forest. At the Clubhouse, you'll find indoor and outdoor pools, a hot tub, a fitness room, a game room, tennis/pickleball courts, a playground, ice skating, a barbecue area, a great room with a projection TV, even a kitchen. Close by, you can fish at the community duck pond, hike the Mt. Haystack and Deerfield Ridge Trails (one mile), tee off at Haystack Golf Course (three miles), or ski the slopes of Mount Snow (eight miles).brbrWhether you choose to get around by car (4WD is strongly recommended in winter; there is no garage but there is outdoor parking for three cars) or The Moover, you'll delight in coming home to this darling cabin. On the main floor, feel free to shed your skis, boots, and coats in the convenient mud room.brbrEnjoy an open living space that brings together the living room, kitchen, and dining area. It's a wonderful spot to gather for board games, movies streamed on the smart TV, and special meals prepared in the kitchen or outside on the gas grill. Other bonus features include a basement that was completely renovated in 2017-2018 and a private washer/dryer for all of your laundry needs.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brThe wood-burning fireplace is not for guest use.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 3 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(3)

$427.9

/ Nightly
Private Vacation Home

Cozy log house w/ gas-fire stove, dog-friendly, clubhouse amenities, w/d, wifi

Wilmington, Vermont, United States

Chimney Hill RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your dog-friendly log home retreat in Wilmington, Vermont! Nestled in the scenic Deerfield Valley, this very private charming house offers a perfect blend of comfort and adventure for families and pet lovers alike. With three cozy bedrooms and two full baths, including a primary suite with an ensuite bath, you'll have all the space you need to unwind after a day of exploring. The open-concept main room features a vaulted ceiling and a gas-fired stove, creating a warm and inviting atmosphere for gatherings. Step outside onto the wrap-around deck, partially covered for your enjoyment, and soak in the beautiful surroundings.brbrThis home is equipped with modern amenities to enhance your stay, including a washer/dryer and an Xbox 360 and one PS4 for entertainment. Whether you're enjoying a game night with family or relaxing by the gas-fired stove, you'll find plenty of ways to create lasting memories. The community amenities at Chimney Hill are second to none, offering year-round swimming, a members-only clubhouse, community room, fully-equipped kitchen, fitness room, hot tubs, and both indoor and outdoor heated pools. Engage in friendly competition with tennis, pickleball, and basketball, or explore the nearby hiking and biking trails, and Harriman Reservoir for swimming and boating.brbrFor outdoor enthusiasts, Mount Snow Resort is just 7.6 miles away, providing world-class skiing and snowboarding opportunities. In the winter, enjoy ice skating at the Birchwood Recreation Skating Center, located only 0.2 miles from your doorstep. The nearby lake at High Country Marine offers boating and fishing adventures, while the vibrant local scene features shopping, fine dining, and seasonal festivals.brbrWith so much to see and do, this Wilmington home is the ideal base for your Vermont getaway. Book your stay today and experience the perfect blend of relaxation and adventure in this beautiful log home!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$208.94

/ Nightly
Cottage

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington, Vermont, United States

Little RedbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrA fairytale retreat is tucked in the forest and near Lake Raponda in Wilmington. Here, you'll find scenic surroundings in the winter, spring, summer, and fall. Explore nearby Green Mountain Beach, Hogback Mountain Conservation Area, Haystack Golf Course, and Timber Creek Cross Country Ski.brbrAfter a day filled full of adventure, head back to your cozy quarters where you'll find plush furnishings (kept warm by the heat of a gas fireplace), a well-equipped kitchen, and a sun-drenched seating room. Relax, play, sleep, and eat in this little red cottage. Skiing gear can be cleaned in the private washer/dryer. And barbecued meals can be prepared on the gas grill. brbrEnd your evenings around the firepit, swapping stories and indulging in a s'more or two.brbrTHINGS TO KNOWbrStreaming services available with guests’ own account(s).brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

Bed

Bath 2

Bath

Sleep 3

Sleeps