Fitness-friendly holiday rentals near Chesapeake Bay

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals near Chesapeake Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A comfortable living room features a gray sofa across from a wooden coffee table. A large round mirror reflects light, while framed fish prints adorn the walls. Natural light floods the space, highlighting the open layout that connects to the dining area and kitchen.
Home in North Cape May
4.99 out of 5 average rating, 183 reviews

Hot Tub Backyard Oasis! Private Beach, Local Pool

Start your morning soaking in the hot tub or curled up on a heavenly chaise lounge in the sunroom. Just 9 houses from the beach, toss in a fishing line at the ferry jetty, while steps away, your group soaks up the sun on the beach. Enjoy the local pool or a beachfront eatery, both just a few blocks away! Spot a school of dolphins under a red-sky sunset before heading home for grilling & corn hole by the fire, or watching movies on the screened porch! Click our icon for our other Cape May homes!

Top guest favourite
An aerial view captures the waterfront home surrounded by lush greenery with a private dock visible by the water. The neatly maintained property features landscaped lawns and nearby homes, illustrating a serene setting alongside Neale Sound.
Home in Cobb Island
4.99 out of 5 average rating, 119 reviews

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!

Top guest favourite
An arcade game room is displayed with various vintage games lined against a wooden wall. Colorful lights and greenery hang overhead, creating a lively atmosphere. Comfortable seating is arranged on a green carpet, inviting guests to relax and enjoy the gaming experience.
Townhouse in Baltimore
4.99 out of 5 average rating, 130 reviews

Walkable 2 Orioles & Ravens Stadium

Experience the best of Baltimore from our Federal Hill location! You"ll be steps away from some of the city's top restaurants, bars, West Covington Park, M&T Bank Stadium, Camden Yard, and more! Take a stroll through the charming streets to the nearby Federal Hill Park for stunning views of the Inner Harbor. Enjoy easy access to major highways and public transportation, making it easy to explore all the city has to offer. You'll find something for everyone within walking distance of our space.

Top guest favourite
A modern living room features a comfortable gray sofa and an armchair, surrounded by natural light from the windows. Framed photographs adorn the walls, showcasing various cityscapes. A coffee table sits atop light wood flooring, complemented by a decorative ottoman.
Flat in Washington
4.98 out of 5 average rating, 129 reviews

Ultra Modern Ground Floor Apartment

This unique place has a modern style all its own. It’s just been fully renovated and everything is new, from the floors to the appliances to the TV. On a quiet street only 5 minutes’ walk to the Metro, 2 minutes walk to the bus downtown. Walk to supermarkets, restaurants, deli, bakery, pharmacy and stores. 3 minutes walk to a National Forest with your furry friend! Off-street parking and EV charger. Lots of closet space and storage. Washer and Dryer. Your oasis in the city awaits.

Top guest favourite
Home in Takoma Park
4.92 out of 5 average rating, 106 reviews

Spacious 3-BR near DC • Lotus Pond • Free Parking

Wake up to birdsong beside a waterfall & tranquil lotus pond, just 20 min to downtown DC. Spacious 3-bed retreat offers on-site parking, super fast WIFI, home gym, steam shower, yoga space, EV charger, & five decks. Walk to organic market, restaurants, & scenic trails in peaceful Takoma Park. Recently renovated from top to bottom. Plan your adventures by day/relax by the pond at night. Our reviews say it all!! Superhost service to top it off. Montgomery County Reg # STR24-0017

Top guest favourite
A Bullfrog hot tub is situated under a wooden gazebo, with water glistening in sunlight. A plush robe is draped over the edge alongside a straw hat and a rolled towel. A grassy area and wooden privacy fence complete the serene outdoor setting.
Home in Annapolis
4.98 out of 5 average rating, 131 reviews

Beach Access, Hot Tub, Pet Friendly, Fully Fenced

A serene escape awaits you at our cozy hot tub 4-bedroom retreat, 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 Annapolis has to offer!

Guest favourite
A wooden dock extends into calm waters, reflecting a soft sunset with pastel hues. A covered boat slip is positioned at the end of the dock, framed by the serene landscape of trees on the horizon.
Home in Charles City
4.86 out of 5 average rating, 123 reviews

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, 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.

Guest favourite
A spacious living area is highlighted by large windows allowing natural light. Modern furniture includes a sectional sofa and accent chairs, complemented by a sleek coffee table. A large television is mounted on the wall, while indoor greenery adds a touch of nature.
Home in Edgewater
4.99 out of 5 average rating, 138 reviews

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

Guest favourite
Flat in Upper Marlboro
4.94 out of 5 average rating, 193 reviews

Kone Oasis- hot tub, pool, theater/game rm.

Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, 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. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

Guest favourite
Home in Washington
4.99 out of 5 average rating, 292 reviews

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.

Top guest favourite
Flat in Washington
4.92 out of 5 average rating, 375 reviews

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

Prime Capitol Hill Area. This English Basement apartment is the lower level of a Victorian row house five blocks from the US Capitol & 6-7 blocks from Union Station & Eastern Market metros. The house is a classic Capitol Hill row-house. The apt. has 3 rooms: bedroom with queensize bed, bathroom with walk-in shower & combo W/D; and a living area with sofa bed, comfy chair, space for the EZ blow-up bed, and a kitchenette w kitchen island & dining table.

Top guest favourite
A two-story farmhouse features a welcoming porch and elegant landscaping, including trimmed bushes and a stone pathway. The exterior showcases a mix of wood and shingle siding, with large windows reflecting the greenery surrounding the property. A well-maintained lawn is visible in the foreground.
Home in Fruitland
4.97 out of 5 average rating, 116 reviews

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool will be open 4/05/26 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

Quick stats about holiday rentals that are fitness-friendly near Chesapeake Bay

  • Total holiday rentals

    Explore 730 holiday rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 23,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 300 rentals that welcome pets

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    730 of Chesapeake Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesapeake Bay rentals

  • 4.8 Average rating

    Chesapeake Bay stays are highly rated by guests – averaging 4.8 out of 5!

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