
Fitness-friendly vacation 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.

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad
Welcome to The Coastal Quad, New Jersey’s first pocket resort! You will be booking a stay in one of four luxurious, 1BR tiny cottage suites, so each visit is a new adventure! You will enjoy your own private hot tub, fire pit, grill, fenced-in yard, and access to a shared rooftop mini golf course, retro arcade, full gym with sauna, office, laundry facility and more. Located just steps from a quiet bay beach and a short drive to Cape May and Wildwood, this is the most exciting resort at the shore!

3FL 1Block 2 Water wParking,85tv,Fireplace,1 K bed
RowEnd Family Friendly w Parking The Perfect blend of urban charm & waterfront relaxation ideal for both leisure & business. Master BR original brick interior Q bed, work area. 2 BR pull-out K daybed, fireplace, 85" Tv, pullout couch. Bodyspray shower, wash+dryer combo.WiFi, Smart Tvs. Step outside find yourself immersed in vibrant Fells Point energy, known for cobblestone streets, historic architecture local boutiques, lively bars & restaurants, everything is walking distance 1 block from water

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!

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.

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

The Forge on Sunnyside Farm
Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

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!

Chickahominy Riverside Guest Home By Williamsburg!
Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, two kayaks, paddle board, 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.

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

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

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 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
Fitness-friendly apartment rentals

Ultra Modern Ground Floor Apartment

Charming 1BR Apt | 5 Min to DC | Gym

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

#2 Foggy Bottom/Georgetown Apartment

Home Sweet Home Apartment in a beautiful home

Studio Tower

River View Suite - The Wharf DC

Furnished Corporate Apartment Near NAS Pax
Fitness-friendly condo rentals

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Elegant Condo with a Spacious Porch

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

21st Floor Carousel - 2 BR Oceanfront & Bay View

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Love Above the Waves-OceanView/Rooftop Heated Pool

Direct Ocean Front/Gorgeous Views/Indoor Pool

Direct Oceanfront with a View and Amenities Galore
Fitness-friendly house rentals

Come enjoy Summer on Smith Island at the HH Ranch

Modern 6BR • Close to DC & Annapolis

Sauna, hot tub, great outdoor space!

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

New LUX home close to DC+metro

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

Boats Welcome | Waterfront | Pool | Kayaks

Rally & Rest, Your Own Pickleball Awaits
Other fitness-friendly vacation rentals

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

Beautiful Waterfront Escape w/ Gorgeous Views

Spacious Townhome Near DC | Garage & Workspace

Rare, Unique modern 5 minutes from MGM and Harbor

Magnolia Cove waterfront 1BR upper cottage

Historic Manor - Main House

Luxury, Modern 2-Bedroom Water Front Apartment!

Quiet Farm Stay near Annapolis
Quick stats about vacation rentals that are fitness-friendly near Chesapeake Bay

Total vacation rentals
Explore 730 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 23,030 verified reviews to help you choose

Family-friendly vacation rentals
410 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Vacation rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wi-Fi availability
730 of Chesapeake Bay vacation rentals include wi-fi 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!
Destinations to explore
- Rentals with outdoor seating Chesapeake Bay
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- Beach house rentals Chesapeake Bay
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- Fitness-friendly rentals United States
- Chincoteague Island
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- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Old Dominion University
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Colonial Williamsburg's Merchants Square
- Neptune's Park
- First Landing Beach
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- Nauticus
- Hampton University
- Town Point Park
- Virginia Zoological Park
- Virginia Living History Museum
- Cape Henry Light House
- Virginia Beach Convention Center





