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Fitness-friendly vacation rentals in Jamaica

Find and book unique fitness-friendly accommodations on Airbnb

Top-rated fitness-friendly rentals in Jamaica

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.

Dec. 2 – 9

$245 CAD per night

Guest favourite

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 13 – 20

$195 CAD per night

Guest favourite

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

Oct. 4 – 11

$282 CAD per night

Guest favourite

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.

May 27 – Jun. 3

$520 CAD per night

Guest favourite

Home in Wallingford

4.99 out of 5 average rating, 104 reviews

Luxury Mountain Retreat- Pond Hill Place

Feel like you are a world away while only 10 min to Okemo and 35 min to Killington. Exquisite home set on 35 acres with modern decor throughout. Swim and fish in the two ponds in the summer; snowshoe and sled in the winter. Hot tub, wood burning fireplace, gas fireplace, pool table, Roku, Sonos speakers, and large deck with gas grill are just a few of the amenities in this oasis in the Green Mountains. Located minutes from Rutland Southern Vermont Regional Airport and the Appalachian Trail.

Oct. 3 – 10

$1,141 CAD per night

Guest favourite

Guest suite in Manchester

4.89 out of 5 average rating, 119 reviews

Bright Manchester Studio with Sleeping Loft

Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

Sep. 4 – 11

$267 CAD per night

Guest favourite

Cottage in Pawlet

4.96 out of 5 average rating, 116 reviews

Carriage Barn at Indian Hill

Our guest cottage is a lovely converted 1840s-era carriage barn nestled in the heart of the Mettawee Valley in the southwest corner of Vermont. It is decorated with antiques, artworks and an upright piano. Our 65 acres on scenic Indian Hill are available for hiking & snow-shoeing. We have 12 acres frontage on the Mettawee River, rated one of the best for fly fishing in VT. Ready access to many area attractions, from local swimming holes to skiing at nearby Bromley and Stratton mountains.

May 19 – 26

$246 CAD per night

Guest favourite

Home in Mount Tabor

4.98 out of 5 average rating, 228 reviews

Cow Barn Lodge

Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.

Dec. 18 – 25

$552 CAD per night

Guest favourite

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!

Oct. 15 – 22

$795 CAD per night

Guest favourite

Home in Wilmington

4.9 out of 5 average rating, 131 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.

Nov. 17 – 24

$348 CAD per night

Guest favourite

Condo in Londonderry

4.95 out of 5 average rating, 44 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.

Sep. 16 – 23

$179 CAD 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. 22 – 29

$194 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Jamaica fitness-friendly rentals

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Apartment in Dover

4.86 out of 5 average rating, 7 reviews

Snow Tree Chalet- walk to lifts!

May 23 – 30

$252 CAD per night

Guest favourite

Apartment in Williamstown

5.0 out of 5 average rating, 69 reviews

Downtown | Waterfront | Walk to Shops

Apr. 15 – 22

$302 CAD per night

Guest favourite

Apartment in Dover

5.0 out of 5 average rating, 12 reviews

Green Mountain Getaway

Apr. 5 – 12

$385 CAD per night

Guest favourite

Apartment in Manchester

5.0 out of 5 average rating, 11 reviews

Mountain View’s on Private Road

Jun. 14 – 21

$415 CAD per night

Guest favourite

Apartment in Dover

5.0 out of 5 average rating, 12 reviews

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

Jun. 2 – 9

$456 CAD per night

Guest favourite

Apartment in Hancock

5.0 out of 5 average rating, 9 reviews

Ski on Ski Off - Jiminy Peak

Dec. 10 – 17

$318 CAD per night

Guest favourite

Apartment in Hancock

5.0 out of 5 average rating, 18 reviews

Ski-InSki-Out Loft Lift&MT.Views

Apr. 4 – 11

$987 CAD per night

Guest favourite

Apartment in Stratton

5.0 out of 5 average rating, 7 reviews

Summer At Stratton Village

May 4 – 11

$342 CAD per night

Fitness-friendly condo rentals

Guest favourite

Condo in Hancock

4.83 out of 5 average rating, 131 reviews

Cozy Condo @ Jiminy Peak

Nov. 6 – 13

$262 CAD per night

Condo in Dover

4.77 out of 5 average rating, 91 reviews

Cozy Mount Snow 1 Bed : Hot tub, Suana, Deck

Jun. 13 – 20

$96 CAD per night

Guest favourite

Condo in Stratton Mountain

5.0 out of 5 average rating, 54 reviews

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

Jun. 21 – 28

$415 CAD per night

Guest favourite

Condo in Dover

4.96 out of 5 average rating, 23 reviews

Ski in Ski out condo great location

Oct. 31 – Nov. 7

$318 CAD per night

Guest favourite

Condo in Dover

5.0 out of 5 average rating, 16 reviews

Lyon Family Lodge

Jul. 12 – 19

$261 CAD per night

Condo in Cavendish

4.79 out of 5 average rating, 47 reviews

Hotel Standard Condo Minutes from Okemo

Aug. 19 – 26

$192 CAD per night

Guest favourite

Condo in Dover

4.88 out of 5 average rating, 86 reviews

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

Mar. 10 – 17

$296 CAD per night

Guest favourite

Condo in Stratton

4.96 out of 5 average rating, 79 reviews

Great 2 bedroom condo at Stratton Mountain

Aug. 25 – Sep. 1

$425 CAD per night

Fitness-friendly house rentals

Guest favourite

Home in Wilmington

4.92 out of 5 average rating, 63 reviews

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

Oct. 23 – 30

$334 CAD per night

Guest favourite

Home in Jamaica

4.77 out of 5 average rating, 43 reviews

Stratton Spectacular - EV Fast Charger in Garage !

May 6 – 13

$1,640 CAD per night

Guest favourite

Home in Wilmington

4.9 out of 5 average rating, 20 reviews

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

Nov. 17 – 24

$621 CAD per night

Home in Wilmington

4.77 out of 5 average rating, 13 reviews

Chimney Hill Retreat w/ Amenity Center & Fireplace

May 15 – 22

$287 CAD per night

Guest favourite

Home in Dover

5.0 out of 5 average rating, 19 reviews

Spring getaway@Mt snow, West Dover VT

Dec. 29 – Jan. 5

$750 CAD per night

Guest favourite

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

$637 CAD per night

Guest favourite

Home in Dover

5.0 out of 5 average rating, 39 reviews

Authentic Vermont Chalet: Hot Tub, Fireplace, View

Aug. 20 – 27

$724 CAD per night

Guest favourite

Home in Wilmington

5.0 out of 5 average rating, 10 reviews

Family Friendly Mt. Snow Ski House in Wilmington

Nov. 20 – 27

$1,119 CAD per night

Quick stats about vacation rentals that are fitness-friendly in Jamaica

Total rentals
20 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.1K reviews
Nightly prices starting at
$110 CAD before taxes and fees

Destinations to explore