
Fitness-friendly vacation rentals near Chesapeake Bay
Find and book unique fitness-friendly accommodations on Airbnb
Top-rated fitness-friendly rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Kone Oasis- hot tub, pool, theater/game rm.
Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from Downtown DC & 6Flags.

Chickahominy Riverside Guest Home By Williamsburg!
Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, 2 kayaks, paddle boards, 1 canoe, large game room, portable fire pit, playground, zip-line, basketball goal and large outdoor sitting area with a gas grill. Located 5-20 mins from the finest wedding venues, nearby wineries; less than an hour to Richmond & 25 minutes to Colonial Williamsburg. Only steps to numerous historic plantations & a few miles from the Virginia Capital bike & walking trail.

Waterfront 4-BR home w/ hot tub & charging station
Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC
Location, location, location. Bright one bedroom condo in prime downtown Bethesda location with designer furnishings. One of the best 1 bedrooms in the building with the best balcony location right off Bethesda Row. Easy walking distance to Metro and includes one of the best underground parking spaces by elevator. Lobby was recently renovated and gym has all new gym equipment. NOTE - key is provided through a lockbox (rather than in person) and will need to be returned back to lockbox.

The Williamsburg Retreat Gorgeous Private Acreage
Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)

Fall Oasis - hot tub, fire pit, fully fenced
A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

Modern Private Basement Suite
A private entrance basement apartment in our home in Montclair, VA. Minutes from I-95. Apartment is newly constructed as of October 2018. Locking door for privacy. Shared access to home gymnasium and washer/dryer combo. Entry and exit is through the garage, so you'll have no daily interaction with the hosts unless so desired. The space includes a brand new kitchenette, newly renovated modern private bathroom, new furniture, and new hardwood flooring. Wifi and Verizon cable are included.

Stunning waterfront panoramic view getaway house
Welcome to this thoughtfully remodeled waterfront property on the beautiful eastern shore of Virginia. Immerse yourself in jaw-dropping panoramic canal views of the Chincoteague Bay. Secluded escape for the nature enthusiast, balanced with country club amenities. Pools, boating and a golf course are within walking distance. Outdoor adventures and pristine beaches are just a short drive away! This property was designed to gather, recharge, explore, love, work remotely and inspire.

Luxury Modern Home on Water+Hotub- Annapolis 25min
Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

5-BR Home near DC Metro -Free Parking/Full Kitchen
RARE FIND — Main-Level Bedroom & Bath with No Steps! Welcome to your stylish D.C. retreat! This fully renovated 5-bedroom, 4-bathroom home offers 3,500 sq ft of open-concept living, just 3 minutes from the Metro and 10 minutes from the White House. Enjoy free street parking. Perfect for families or business travelers with a main-floor bedroom, chef’s kitchen, double living rooms, fast Wi-Fi, and smart TVs. Book your stay today and experience D.C. in comfort and style.

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU
BEFORE BOOKING: Pool is open as of 04/5/25 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key
Popular amenities for fitness-friendly rentals near Chesapeake Bay
Fitness-friendly apartment rentals

Ultra Modern Ground Floor Apartment

Luxury Oasis mins to DC|Free Parking|Metro|Family

#3 Foggy Bottom/Georgetown Apartment

Modern 1BR Apt | Arlington Downtown | Pool, Gym

Capitol Hill 1BR, sleeps 4, Short Walk to Capitol

1 BR Apt | WhyHotel by Placemakr, Columbia

Amazon HQ-Luxurious DMV-WiFi-Cozy Suite-DC Airport

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC
Fitness-friendly condo rentals

PENTHOUSE - 8TH Floor Boardwalk/Epic Views/Pool/

Oceanfront Carousel building, Swimming Pools!

Elegant 3-Bedroom Condo in Lewes with Pond Views

Ocean & Bay Views - Local Family Owned & Operated

Modern 1BR w/ amazing shower, work station, lounge

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

Love Above the Waves-Best Ocean View & Heated Pool

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Fitness-friendly house rentals

Hot Tub Holiday Escape! Fireplace + Close to all!

Peggy's Place - Historic Rowhome in the City

Waterfront Villa , 3 bedroom & theater/Game room

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Large Home with Pool & 7 bedrooms; sleeps 21

Historic Manor - Main House

QUIET 3-BR Oasis near DC, w/ Lotus Pond & Gardens

Where the Bay meets the Sky
Other fitness-friendly vacation rentals

The Ladybug - arcade, dog-friendly, firepit, & EV

Flohom 1 | Breathtaking Skyline 360° Views

Beautiful Waterfront Escape w/ Gorgeous Views

Kayak friendly home on Chesapeake with golf cart

Palisades Casita @ Sibley

Modern Luxury in the Heart of McLean

Magnolia Cove waterfront 1BR upper cottage

Luxury, Modern 2-Bedroom Water Front Apartment!
Quick stats about vacation rentals that are fitness-friendly near Chesapeake Bay
Total rentals
720 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
22K reviews
Family-friendly rentals
430 properties are a good fit for families
Pet-friendly rentals
310 properties allow pets
Rentals with a pool
250 properties have a pool
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