
Fitness-friendly holiday rentals in Chesapeake
Find and book unique fitness-friendly accommodation 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.

Barclay Towers Resort Direct Oceanfront Unit
Escape to the beach and wake up to ocean views in a spacious 1-bedroom with a full kitchen, cozy living room, and a private oceanfront balcony or patio (1st floor has patio). Perfect for families or couples! Enjoy included linens, shower & pool towels, and free parking across the street in the garage. Relax and unwind by the indoor or seasonal rooftop pool and soak in the sun. Check “THE SPACE” for available floors by date! Need more units? Message me for options. Your perfect getaway awaits!

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.

New! 3Bd 3Bth Oceanfront / Pool / Gym / Beach
Welcome to Tengeri Mara (Margaret’s Sea), your perfect oceanfront retreat in Sandbridge, VA! This beautifully furnished 3-bedroom, 3-bathroom condo features two en-suite master suites and offers breathtaking ocean views from two private decks. Wake up to stunning sunrises over the Atlantic from the living room deck, where you can watch dolphins surfacing and seabirds diving for their morning meal. The larger deck is ideal for sunbathing by the dunes or relaxing in the covered seating area.

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.

Chic Urban Living: 1BR in Kingsgate!
Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • 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. . Resort Fee at $7 per night. • 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!

Waterfront, Stunning Views + Pool | Kayaks!
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

Near Casino, VA beach, Large yard, quite relaxing
Spacious home and quiet neighborhood. 3.5 miles to Naval Medical Center. 3.5 miles to Norfolk Gen. Hospital. 3 miles to Roger Browns. 5 miles to Norfolk Waterside District. 2 miles to Rivers Casino. 22 miles to VA beach. Sleeps 6-7 people. All essentials provided. Your home away from home. Check-in/out times may be flexible. Please read all the details prior to booking. Thank you for choosing Veronica Homes located in Portsmouth VA

The Ladybug - arcade, dog-friendly, firepit, & EV
A peaceful, design-forward farmhouse minutes from Cape Charles where vintage fun meets smart-home comfort. Enjoy a private arcade, Peloton gym, EV charger, firepit sunsets, and whole-home Spotify sound. Guests love the vinyl collection, chef’s kitchen, and views of the Magothy Bay Preserve. Relax under wide-open skies by the firepit or start your day on the Magothy Bay trails.
Popular amenities for Chesapeake fitness-friendly rentals
Fitness-Friendly apartment accommodation

*No Resort Fees Powhatan 4 bdrm

Historic Powhatan Resort 2 Bdrm! Sleeps 6

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

Westgate Historic Williamsburg One Bedroom

FourSailsResort Double Balcony OceanfrontJettedTub

Wyndham Governor's Green, 2 BR Deluxe

Williamsburg 3 Bedroom Suite!

3BR | Arcade | Pool | King's Gate
Fitness-friendly condo rentals

*New*Oceanview, Golf, Pool, Tennis, Beach Access

Marriott's Manor Club Ford's Colony 2BD Villa Slee

Oyster & Pearl Beautiful New Single Level Condo

Charming 1BR Colonial Condo at Wyndham Kingsgate

Oceanfront - Balcony Views - Walk to Beach & Shops

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

Swell @ Beach ClubPet friendly; 5 star amenities

New! 4 BR/Oceanfront/Ocean & Bay views/3pools/Gym
Fitness-Friendly Holiday House

Private Pool & Hot Tub, 10 Min from the Beach

The 1903 Beach Club at Whalehead - Corolla OBX

Serene Beach Retreat - Just Steps from the Sand!

Steps to the sand! Oceanviews-275' To Beach Access

Fall Special Free htd pool, linens, cleaning 5 BR

Our Home Away from Home

All 4 One | Beach Living

Oceanside Cottage Heated Pool HotTub Dogs Welcome
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 AUD | $148 AUD | $163 AUD | $152 AUD | $154 AUD | $172 AUD | $192 AUD | $188 AUD | $133 AUD | $142 AUD | $142 AUD | $142 AUD |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Quick stats about holiday rentals that are fitness-friendly in Chesapeake

Total holiday rentals
Explore 110 holiday rentals in Chesapeake

Nightly prices starting at
Chesapeake holiday rentals start at $15 AUD per night before taxes and fees

Verified guest reviews
Over 2,790 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Chesapeake holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Busch Gardens Williamsburg
- Carova Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Currituck Beach
- Currituck Beach Lighthouse
- Nauticus
- First Landing Beach
- Chrysler Hall
- Virginia Living History Museum
- The NorVa
- Old Dominion University
- Colonial Williamsburg's Merchants Square
- Hampton University
- USS Wisconsin (BB-64)




