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

Ocean & Bay Views - Local Family Owned & Operated
Just steps away from the sand, "Carolina on My Mind" is a 2b/2ba oceanside condo at the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. You'll enjoy a private patio with both Ocean and Bay views and you'll have access to all the exclusive amenities of the complex. The condo features a large open-concept living space and a fully equipped gourmet kitchen. The master has a king bed, the second bedroom has king bed w/ twin loft. Queen sleeper sofa.

Ocean Escape
Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, complete with Jacuzzi tub, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Unique 1 Bedroom Apartment in Bridgeport
A unique location featuring one bedroom, one bath and a sleek living area design. Find this loft in the Bridgeport community, above the state-of-the-art Blue Hippo Car Wash. Fear not, the only audible sound in your loft is an ambient white-noise-like humming. This space gives you an exceptional birds-eye view of the surrounding area along with a secluded bal- cony where you can kick back and relax. Enjoy access to the season pool, fitness center, and clubhouse at 3800 Acqua. No elevator access.

Waterfront/Arcade/Fishing Fun
Escape the hustle and bustle of daily life and immerse yourself in the serene beauty of nature at this remarkable retreat. Nestled overlooking the Bay, this tranquil getaway offers a haven for relaxation and rejuvenation. Wake up to the gentle sights of seabirds and waves lapping against the shore as you sip your morning coffee on the pier or watch the amazing sunsets. Try your hand at fishing. Leisurely stroll, breathing in the crisp, salty air and feeling the warmth of the sun on your skin.

NC/VA Border Oasis Station
Your family will be close to everything when you stay at this centrally-located 3 bedroom 2 and a half bath townhouse with a garage. 45 minutes to Outer Banks or Virginia Beach! Perfect for long term stays. 77" Sony TV (Netflix, Amazon Prime Video w/Starz Paramount plus w/Showtime and YouTube TV included) Massage Chair, foot massager, walking pad and treadmill, and home sauna. (gym equipment is in garage and is use at your own risk) Everything is either new or like new. Home away from Home.

The Sportman's Lodge
The Sportsman’s Lodge is a rustic and relaxing modern getaway with all the conveniences you are accustomed to but surrounded by the gorgeous Back Bay Wildlife Refuge. Enjoy the relaxing countryside at this waterfront property, while still being only a short drive away from Sand Bridge Beach. If you are looking to get away from the standard Virginia Beach Boardwalk tourist experience and get back to nature, this is the place for you. Free kayaking to Back Bay, access to fishing and crabbing.

1 King Master BR. ⚡️Fast Wifi. 🔐 Easy Self Check In
Welcome to Casa de Curtin - a 1Br Apt. Oasis Perfect for Vacationing Couples! Downstairs features a full kitchen w/ dbl sink, refrigerator, washer, dryer, range, microwave, Keurig, table & chairs. The living room has a plush, oversized sofa & chair set & an HD TV w/ Firestick & fast WiFi. Upstairs has a spacious br w/ ceiling fan, central air & window unit + large full bth w/ fan. Smart locks make self check-in a breeze! Located close to VA Beach, ODU, & <1h drive to Williamsburg.

All 4 One | Beach Living
Come enjoy time at the beach in our seaside oasis! All4One is located on the semi-private beach of Croatan in Virginia Beach. This means that although you are but a bike ride away from the hustle and bustle of the Boardwalk, you also have the beach to yourself in a quiet neighborhood setting- best of both worlds right? We certainly think so! My grandma built this home in the 1960's and my husband and have called it home for over a decade. Come enjoy your stay at the beach at our home!

Beautiful 1BR at Williamsburg + Amenities
Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.

Island Lotus Yoga & Spa
A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also local fresh eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Stunning Views | Kayaks | Pet-Friendly | Sunsets
Make lasting memories at this soundfront family retreat designed for comfort, connection, and fun. Enjoy stunning water views, cozy modern updates, —your perfect Corolla escape. ✔ Water views + epic sunsets ✔ 2 Kayaks included ✔ 2-minute drive to the beach ✔ Family-friendly layout to relax and play ✔ Pet-friendly—bring furry companions ✔ Games, outdoor space, and coastal charm From beach days to board games, this home invites connection, laughter, and relaxed family fun

Amazing Sunsets! Waterfront-Pets-Kayaks
The most stunning sunsets in all of Sandbridge! 180+ degree water views! After a long day of fun in the sun at Sandbridge Beach, retreat to your own waterfront haven to take in the spectacular sunsets from your covered deck less than 10 steps from the water. Views so amazing it feels like being on a boat. The views give this cottage its luster, but the feeling of serenity gives it its spirit. Escape to your own private oasis for relaxation, connection and adventure.
Popular amenities for Chesapeake fitness-friendly rentals
Fitness-friendly apartment rentals

Direct Beachfront on Boardwalk facing Ocean

Family Reunion? Sleep 24. Greensprings 8BR/8BA

Historic Powhatan Resort 2 Bdrm! Sleeps 6

Governor’s Green 1BR Dlx Condo w/ Full Kitchen

FourSailsResort Double Balcony OceanfrontJettedTub

Williamsburg 3 Bedroom Suite!

3BR | Arcade | Pool | King's Gate

Fabulous 1 bedroom suite - Kingsgate, Williamsburg
Fitness-friendly condo rentals

The Historic Powhatan 4bdrm*

Wyndham Kingsgate, 2 BR Deluxe

Oyster & Pearl Beautiful New Single Level Condo

Charming 1BR Colonial Condo at Wyndham Kingsgate

OBC - 2BR/2BA Suite - City View

Oceanfront Condo | Pool + Balcony, Steps to Beach

Wonderful & tranquil beach retreat: 2BR/2BA Condo.

1br Colonial in Williamsburg -Fun by Busch Gardens
Fitness-friendly house rentals

Discount Oct/Nov Htd pool/hot tub, firepit oceanview

The 1903 Beach Club at Whalehead - Corolla OBX

Dog Friendly 4 bedroom Home!

Oceanside,Pool,Spa,GameRm,7MinWalk2Beach&Sound New

Our Home Away from Home

Pvt. Heated Pool Hot Tub Dogs Welcome Oceanside

MillerLight

Brand-New Luxury Condo, Steps to the Beach
Quick stats about vacation rentals that are fitness-friendly in Chesapeake
Total vacation rentals
Explore 110 vacation rentals in Chesapeake
Nightly prices starting at
Chesapeake vacation rentals start at R174 ZAR per night before taxes and fees
Verified guest reviews
Over 2,310 verified reviews to help you choose
Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Vacation rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
110 of Chesapeake vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake rentals
4.8 Average rating
Chesapeake stays are highly rated by guests—averaging 4.8 out of 5!
Nearby attractions
Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square
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- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Carova Beach
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach
- Sarah Constant Beach Park