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Fitness-friendly vacation rentals in Windham County

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Windham County

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Cabin in Wardsboro

4.82 out of 5 average rating, 68 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Oct 28 – Nov 4

G$32,062 GYD per night

Condo in Dover

5.0 out of 5 average rating, 36 reviews

Four Seasons Slope-side Getaway at Mount Snow

Come stay at our lovely slopeside condominium at seasons of Mount Snow where you’ll be staying in spacious one bedroom unit with a comfortable king size bed and a wonderful pull out couch that comfortably sleeps 4. In winter we are right on the mountain giving you a true ski in ski out. In summer the rivers the mountain and hiking is right out our back door as we enjoy mountain biking hiking golfing and relaxing around the mountain environment. Our unit is well equipped for a wonderful vacation

May 29 – Jun 5

G$23,330 GYD per night

Apartment in Dover

4.86 out of 5 average rating, 7 reviews

Snow Tree Chalet- walk to lifts!

New to rental market- this two level Snow Tree Condo offers an ideal location at the base of Mount Snow. Walk to lifts, shuttles, skiing, base lodge, and snow tubing! The chalet is ideal for a family and can accommodate 2 adults and 2 children in a King memory foam bed and a twin futon. The unit has 2 bathrooms- a full bath with tub on the main level and a half bath with washer/dryer in the loft. Parking is free right in front of the condo building. Enjoy an easy ski vacation at Mount Snow!

Jul 6 – 13

G$30,752 GYD per night

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a charming and modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with family and friends. Make a meal in the new and beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge. Check us out on IG for more content: @TheHandleLodge

Sep 7 – 14

G$35,338 GYD per night

Home in Wilmington

4.83 out of 5 average rating, 155 reviews

The Vermont Barn (Mount Snow)

Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just the hustle and bustle of everyday life any time of year! Enjoy our wood stove or soak in the hot tub outside. Our place is very accessible to: hiking, skiing, (Mt. Snow), kayaking, fishing, lake, biking, golfing and small town gems just down the road. Full access to Clubhouse (5 min walk): pools, hot tub, arcade and gym. Great for families, large groups, kid and pet friendly.

Feb 10 – 17

G$96,275 GYD per night

Home in Wilmington

4.92 out of 5 average rating, 63 reviews

Private home, near Mt. Snow, lake, and downtown

Come enjoy the beauty of Vermont at our private home. Located on a quiet road, this house offers the peace and tranquility desired for a Vermont getaway. Only 5 minutes from downtown Wilmington, 3 minutes from Lake Raponda, and 20 minutes from Mount Snow, you will be perfectly located for many Vermont activities. The house offers two gas fireplaces, a grill, fire pit, darts and a foosball table, a Peloton and free weights, and a 135" TV projector, so you'll always have something fun to do.

Jul 16 – 23

G$37,627 GYD per night

Home in Peru

4.92 out of 5 average rating, 139 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Comfortably accommodates 12 people. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Nov 18 – 25

G$72,425 GYD per night

Chalet in Wilmington

5.0 out of 5 average rating, 59 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

The Mount Snow Chalet is a place to dream a little, play a little and indulge in quintessential Vermont nostalgia. Enjoy some time to disconnect and reconnect with friends & family. Located only 8 miles from Mt Snow Ski Resort & 4 mi from the charming town of Wilmington for dining & shopping. During the summer, enjoy boating and swimming at the Harriman Reservoir or Lake Raponda. No matter what season you choose, fall in love with this special place! Almost Home!

Dec 8 – 15

G$84,925 GYD per night

Home in Wilmington

4.9 out of 5 average rating, 130 reviews

4 bedroom Ski House 15 min to Mount Snow

15 min to Mount Snow, 35 to Stratton! Come enjoy our 4 bedroom, 2 bathroom home in the charming Chimney Hill area of Wilmington, VT. This home is a perfect getaway for those looking for easy living, rest, relaxation, and family fun. The house has 4 bedrooms and comfortably sleeps 8 adults. Master bedroom has a King bed, and there is one Queen room, one Full room with a twin trundle, and one room with two Twin beds. There is also a pack n’ play available for use.

Jan 12 – 19

G$42,293 GYD per night

Condo in Londonderry

4.95 out of 5 average rating, 43 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

Relax trailside at Magic Mountain at our ski in/ski out condo. Our 1 bedroom, 1 bath condo sleeps four with a queen size bed and a bunk bed. We have a couch if you add a few more and have a blow-up queen mattress for added sleeping space. The condo has a game room area just down the hall. On the lower level you have access to a locker room to store your skis etc. and a very small fitness area. Outside find picnic tables and fire pits all overlooking the mountain.

Apr 15 – 22

G$21,515 GYD per night

Condo in Dover

4.94 out of 5 average rating, 53 reviews

Mt. Snow Dream Mtn View+Fireplace!

180-degree views of Mt. Snow in this spacious 2 bedroom, 2 bath open floor plan condo featuring central fireplace. Spread out under high ceilings in the quiet master suite and wake up to mountain sunrise on the private deck. Tuck your guests, friends, or kids away in the twin bedroom at the other end of the unit. Ski/Board at Mt. Snow accessed by foot, Moover Shuttle (winter), or car. An all-in-one getaway! New for 2023- second bathroom has been renovated!

Sep 5 – 12

G$22,989 GYD per night

Condo in Dover

4.87 out of 5 average rating, 222 reviews

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Sep 29 – Oct 6

G$45,238 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Windham County fitness-friendly rentals

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Apartment in Dover

5.0 out of 5 average rating, 12 reviews

Green Mountain Getaway

Nov 23 – 30

G$35,924 GYD per night

Apartment in Dover

5.0 out of 5 average rating, 12 reviews

Mt. Snow Condo with hot tub, sauna, hiking & views

May 30 – Jun 6

G$59,973 GYD per night

Apartment in Dover

4.68 out of 5 average rating, 82 reviews

Mt Snow | Ski Back Trail | Free Shuttle - Green Mountain Den

Sep 9 – 16

G$28,563 GYD per night

Apartment in Stratton

5.0 out of 5 average rating, 7 reviews

Summer At Stratton Village

Jun 20 – 27

G$43,603 GYD per night

Apartment in Dover

5.0 out of 5 average rating, 11 reviews

Mt. Snow 2 Br. Townhouse across from base of Mt.

Jan 13 – 20

G$60,458 GYD per night

Apartment in Dover

4.9 out of 5 average rating, 63 reviews

Mt. Snow Cozy Den: Charming Studio Apartment

Nov 24 – Dec 1

G$65,935 GYD per night

Apartment in Dover

5.0 out of 5 average rating, 4 reviews

Mt Snow Vt, Ski condo

Oct 26 – Nov 2

G$166,529 GYD per night

Apartment in Dover

5.0 out of 5 average rating, 4 reviews

Beautiful Mountain View & Shuttle Service

Jul 15 – 22

G$94,354 GYD per night

Fitness-friendly condo rentals

Condo in Dover

4.88 out of 5 average rating, 86 reviews

⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷

Sep 26 – Oct 3

G$33,209 GYD per night

Condo in Dover

4.96 out of 5 average rating, 23 reviews

Ski in Ski out condo great location

Apr 2 – 9

G$80,797 GYD per night

Condo in Stratton Mountain

5.0 out of 5 average rating, 54 reviews

Luxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!

Jun 18 – 25

G$53,869 GYD per night

Condo in Stratton

4.95 out of 5 average rating, 19 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

Dec 2 – 9

G$87,741 GYD per night

Condo in Stratton

4.98 out of 5 average rating, 55 reviews

Stratton Long Trail House: Quick Walk to Lifts!

Oct 22 – 29

G$44,131 GYD per night

Condo in Dover

4.93 out of 5 average rating, 68 reviews

Updated Condo - 5 min walk to Mount Snow

May 25 – Jun 1

G$29,711 GYD per night

Condo in Dover

4.92 out of 5 average rating, 86 reviews

Seasons on Mt Snow - Ski In/Out

Oct 2 – 9

G$42,482 GYD per night

Condo in Stratton

4.96 out of 5 average rating, 79 reviews

Great 2 bedroom condo at Stratton Mountain

Aug 22 – 29

G$54,286 GYD per night

Fitness-friendly house rentals

Home in Wilmington

4.9 out of 5 average rating, 20 reviews

Mountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow

Oct 29 – Nov 5

G$73,658 GYD per night

Home in Whitingham

5.0 out of 5 average rating, 29 reviews

2.5mi From The Lake! Arcade, Fire Pit, Yard Games!

Jan 11 – 18

G$84,017 GYD per night

Home in Dover

5.0 out of 5 average rating, 19 reviews

Fantastic location @Mt snow. Ski off, fire place

Jan 15 – 22

G$96,227 GYD per night

Home in Dover

5.0 out of 5 average rating, 39 reviews

Authentic Vermont Chalet: Hot Tub, Fireplace, View

Jul 28 – Aug 4

G$90,321 GYD per night

Home in Wilmington

5.0 out of 5 average rating, 9 reviews

Family Friendly Mt. Snow Ski House in Wilmington

Nov 17 – 24

G$144,294 GYD per night

Home in Dover

4.92 out of 5 average rating, 13 reviews

Seasons-walk to lifts, amenities clubhouse,hot tub

Sep 20 – 27

G$72,175 GYD per night

Home in Chester

4.77 out of 5 average rating, 13 reviews

Large farmhouse w/ Jacuzzi | Spring + Summer AVAIL

Sep 1 – 8

G$72,852 GYD per night

Home in Peru

5.0 out of 5 average rating, 38 reviews

Bromley Farmhouse close to skiing and hikes

Jun 7 – 14

G$59,972 GYD per night

Destinations to explore