
Fitness-friendly holiday rentals in Raymond
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Raymond
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104
True SKI IN/SKI OUT, ground level, slope side! ON SITE: Best skiing, tubing, snowboarding! Lessons & rentals available. Outdoor, heated pool & hot tub, new ski lodge, bar/restaurant, fire pits, new gym, walking/biking trails, lift rides, summit brewery, mountain amusement rides! PLAN AHEAD FOR ALL TICKETS! Gated, free parking & private locker. Cranmore Mountain Resort offers a plethora of activities for all ages! You can WALK to all local shops & restaurants in N. Conway, only 1.2 miles away.

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools
This beautiful mountain retreat offers access to pools and a fitness center. The top floor features a spacious master bedroom with a cathedral ceiling, king bed, gas fireplace, TV, a/c, and a private balcony with stunning valley and mountain views. The master bath includes a jetted tub, and the dry bar comes equipped with a small refrigerator, microwave, & coffee maker. Enjoy nearby hiking trails, waterfalls in Jackson Village, &more. Please note, the unit is accessed by two flights of stairs.

Lakefront | Dock + Fire Pit Near Sebago & Portland
Experience the charm of Forest Lake just 28 mins from Sebago & Portland! Swim, kayak, paddleboard, or unwind on your private beach. Enjoy BBQs & bonfires in the spacious yard under the stars. Sleeps 7. Fully stocked home with 72" OLED TV, PS5, surround sound, and fast Wi-Fi. New heat pumps ensure comfort year-round. Whether you're after lakeside peace or easy access to southern Maine's best spots, your perfect escape awaits. Explore local trails, beaches, breweries, & classic Maine lake towns.

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

Luxury One Bedroom Loft in Portland’s Old Port
Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Elevate Your Adventure: Book Slope side Now!
Welcome to our luxurious slopeside abode, where adventure and indulgence meet. With ski in, ski out access, you'll feel like royalty as you glide down the slopes right to your doorstep. Take a dip in the lavish hot tub or lounge by the crystal-clear pool, surrounded by breathtaking mountain views. Inside, you'll find opulent furnishings and amenities fit for a king or queen, including a roaring fireplace and gourmet kitchen. Book now and indulge in the luxurious ski getaway you deserve.

Maine Lakes Region house (private hot tub)
Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, Short drive to Ski slopes, snowmobile trails, hiking, or beautiful lake to swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS. Portable generator in the event of a power failure provided.

The Hideaway-Downtown Bridgton
Stay in the middle of the action in Bridgton's newest luxury suite "The Hideaway" . This beautifully appointed luxury suite is located in the heart of downtown Bridgton over Queens Head Brew Pub, and next to Queens Head rooftop patio deck, and three shops on the main level. Thoughtfully appointed amenities for next level comfort, and designer influenced decor. Located on the second floor with a sister vacation rental named "The Sea Breeze", and other full time luxury apartments.

Nordic Village | Ski Chalet| Pools & Hot Tub
Enjoy the truly amazing White Mountain views from our newly renovated condo minutes from skiing, hiking, shopping, restaurants, Storyland and all the tourist attractions at the nearby North Conway & Jackson. Has a kitchen, washer, dryer, fireplace, A/C, Smart TV, WIFI & internet. Comfy King bed plus a Queen sleeper-sofa in LR. Nordic Village resort offers tennis, swimming, pond, gym, game room, indoor/outdoor pools, sauna, and Jacuzzis, all of which are INCLUDED with your stay!

Sunny 2-BR 5 min to Bates & River Trails
A classic 1920s Maine bungalow lovingly renovated. Our pet-friendly plant-filled home is an Auburn favorite. Unwind in our sunlit yoga studio - ideal for meditation, painting, or movement. Whisper-quiet heat-pump HVAC plus a hybrid water heater for eco-friendly comfort. Enjoy the rewilded pollinator garden of native Maine blooms. 5 min to Bates & St. Mary’s, 40 min to Portland, Brunswick, Bath, and Freeport. Stays of 14+ nights include complimentary weekly cleaning.
Popular amenities for fitness-friendly rentals in Raymond
Fitness-friendly apartment rentals

2 BR condo #101, sleeps 6. Steps to the beach!

Seaside Condo Old Orchard Beach

Serenity on the Cove Non Smoking Property

North Conway 2 BR / 2 BA w Indoor Pool/Gym

Sweet 2-story 1910 Bungalow near Portland, Beaches

Slopeside Retreat at Cranmore

Gorgeous Oceanview Condo

3BD Slopeside Fairbank Lodge #313
Fitness-friendly apartment rentals

Luxurious Ski-In/Out Condo on Cranmore Mountain!

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Sunrise C-130/132 - Sunday River Condo

On Mt Cranmore with pool and hot tub

Cranmore Escape | Modern, Walk to Town, Pool!

Summit View | New Build, Ski in/out, All Year Pool

Luxurious Penthouse- Ski-In/Out Condo at Cranmore

NordicVillage-holiday’s, skiing, winter wonderland
Fitness-friendly house rentals

Well Stocked House Private Yard Hot Tub Near All

Modern Lake Cabin • Hot Tub • 15 min to Ski Resort

Entire Home in Sunny Saco + Gym

Norway Chalet-Lake & SkiRetreat. Game Rm, Hot Tub!

“Tangerine” @ Cranmore

Private 10+ Acre Sanctuary

Rustic Comfort in the Heart of Maine

Lakefront views fire place Private Beach
Quick stats about holiday rentals that are fitness-friendly in Raymond

Total holiday rentals
Explore 20 holiday rentals in Raymond

Nightly prices starting at
Raymond holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Raymond holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Raymond rentals

4.7 Average rating
Raymond stays receive an average rating of 4.7 out of 5 from guests
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- Fitness-friendly rentals Cumberland County
- Fitness-friendly rentals Maine
- Fitness-friendly rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Diana's Baths
- King Pine Ski Area
- Dunegrass Golf Club
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Parsons Beach
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Ferry Beach
- Laudholm Beach




