
Fitness-friendly holiday 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.

Spotless Treehouse | Pool | HotTub | Pickle | Pets
Sparkling and renovated 4 br/3 ba beach home is a 2500 ft2 tree house come to life w/ 6 decks, chef’s kitchen with open plan layout and 20’ ceilings, private pool (heat opt) with gas BBQ, screened in porch and upper hot-tub for star gazing. Spa-like bath with soaking tub and fireplace. Stunning beaches and quaint soundside sunset pier are only a short stroll or bike ride away. Conveniently located minutes from shops, restaurants and attractions while blissfully retaining the solitude of Corolla.

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.

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.

3bd Sandbridge - Sunset Bay views! Newly Remodeled
Welcome to "Heels in the Sand", a 3bed-2bath luxury condo in the exclusive Sanctuary at False Cape, the only oceanfront complex at Sandbridge in Virginia Beach. Inside, there is space aplenty with a open-concept living area with Roku TV, a fully-stocked gourmet kitchen, high-end finishes & sleeping for 9! Two huge patios offer stunning views of the scenic Back Bay. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

Key Lime Cabana at Surfside
Check into Key Lime Cabana – Your Ultimate Beach Getaway! New 2025! Escape to the tranquility and adventure of Surfside at Sandbridge, a beautifully remodeled waterfront camper nestled at the southern tip of Virginia Beach. Surfside is surrounded by the serene Ocean and Back Bay, Key Lime Cabana offers the perfect blend of peaceful retreat and outdoor adventure. Just minutes from Back Bay Wildlife Refuge and a short bike ride to scenic trails, Book Now, for a one-of-a-kind beach experience.

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.

Brand-New Luxury Condo, Steps to the Beach
Your family will be close to everything when you stay at this centrally located brand new luxury condo, Seaduced! Steps to the beautiful wide beach, the large pool, and the Currituck lighthouse. We have provided everything you need to come relax at the beach in a clean, stylish, modern place. Comfortable beds and furniture await you, fully equipped large kitchen with lighthouse view while you enjoy breakfast at the extra long kitchen island. This will feel like your home away from home!

Bayside condo on the beach in Sandbridge
Welcome to Bayview Beauty, a luxury condo located in beautiful Sandbridge beach at the resort complex, the Sanctuary at False Cape. There are 3 onsite pools, 2 gyms, Viking grills in the courtyard, and an on-site restaurant. The resort is located right on the beach, so no roads to cross to get to the ocean and our spectacular beach. Our condo is bayside, with beautiful water views of the protected waters of the Back Bay. Enjoy summer breezes and stunning sunsets from a private balcony.

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!

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!

New! 4 BR/Oceanfront/Ocean & Bay views/3pools/Gym
The VIEWS are EVERYTHING! You have to see it to believe it! This is a NEW listing. Please see my other property for reviews! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! Relax with the whole family at this peaceful place to stay in Sandbridge! Wake up to the sun rise over the ocean and wind down with the sunset over the bay! This property is ON the beach with access to 3 pools, a gym, local restaurants and much more!
Popular amenities for fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

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

*No Resort Fees Powhatan 4 bdrm

Historic Powhatan Resort 2 Bdrm! Sleeps 6

FourSailsResort Double Balcony OceanfrontJettedTub

Williamsburg 3 Bedroom Suite!

Our Home Away from Home

The Historic Powhatan Resort- 2 bdrm sleeps 6

Williamsburg King's Creek Plantation 1BR, 1BA Unit
Fitness-friendly apartment rentals

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!

Oyster & Pearl Beautiful New Single Level Condo

Off The Hook-Luxury Cottage - Heart of Corolla!

Coastal Beach condo-amazing view and indoor pool

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

The White Pearl A Modern 3 Bed w/Private Hot Tub!

Swell @ Beach ClubPet friendly; 5 star amenities

Barefoot Bliss - Single Level Steps to the Beach
Fitness-friendly house rentals

New Listing! Updated Beach Cottage&Community Perks

The Moor House 2.0 - Sound Front, Private Pool!

10% Off w/ wk long stay, priv pool, super location

Waterfront, Stunning Views + Pool | Kayaks!

Oceanside Cottage Heated Pool HotTub Dogs Welcome

MillerLight

Spring Break Free Pool Heat 7+ NT*Private Pool*Hot

Private Pool, Close to the Beach and Spacious!
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £75 | £75 | £82 | £77 | £78 | £87 | £97 | £95 | £67 | £73 | £86 | £84 |
| 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 £7 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
110 of Chesapeake holiday rentals include wifi 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 Cinema Cafe-Greenbrier Mall
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- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Town Point Park
- Nauticus
- Old Dominion University
- Virginia Living History Museum
- First Landing Beach
- Chrysler Hall
- Currituck Beach Lighthouse
- Currituck Club
- USS Wisconsin (BB-64)




