
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.

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.

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.

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.

Ocean & Bay Views - Newly Renovated! Local Family!
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 Back Bay views. The condo features a large open-concept living space, and a fully equipped gourmet kitchen, and high end finishes. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

3BR Coastal Townhome w/ Gym & Sauna |Near VB & OBX
Welcome to our spacious 3-story coastal townhome, centrally located between Virginia Beach and the Outer Banks. This 3BR, 2.5BA home features a bright open living area, fully equipped kitchen, and dining space. The first floor offers a cozy sitting area plus a private home gym with a one-person portable sauna. The third floor includes three bedrooms, including a primary suite with walk-in closet and ensuite bath. Washer and dryer provided. Perfect for weekend getaways, beach trips and more!

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.

Porch Fun and Sun*Block off the Beach*2bdrm/1ba
Stay on 11th Street in the resort area in a 1st floor apartment. Gym and pool(open mid-April thru September) access. Walk to 14th street to fish on the fishing pier or to 5th St. to surf. There are restaurants nearby including the Side Street Cantina next door and Beach Dogs nearby. This beach house includes 4 separate apartments that are not accessible to each other. Each has its own outdoor entrance. This is an older building which may show signs of wear and tear from the salt air.

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 Updated! Oceanfront Sanctuary, Sand and Sea
Oceanfront Luxury Condo | Pool Views | Steps to Sandbridge Beach NEW DESIGNER FURNISHINGS Welcome to Sand and Sea, a beautifully updated 2 Bedroom, 2 Bathroom oceanfront complex is located at The Sanctuary at False Cape in Sandbridge Beach, Virginia Beach. Wake up to breathtaking Atlantic Ocean sunrises, enjoy coastal breezes from your private balcony overlooking the pool, and spend your days just steps from one of the most peaceful and beautiful beaches on the East Coast.

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, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

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 fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

FourSailsResort Double Balcony OceanfrontJettedTub

Luxurious Beachfront 2BR 2BA Pool Gym Full Kitchen

Works 4 Me: New listing

Bayside condo on the beach in Sandbridge

Four Sails - 1B/1BA - X-Large Oceanfront Balcony!

2 Bedroom Ocean front, Ocean Beach Club Resort

Barclay Towers Ocean Front 1, Virginia Beach

VA Beach Ocean Key Resort 1BR, 1BA
Fitness-friendly apartment rentals

2 bdr: Steps to Sand, Dog-Friendly!

Oceanfront 4BR with balcony & 3 pools

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

Enjoy Sea Life! Steps to the Beach!

Off The Hook-Luxury Cottage - Heart of Corolla!

Dolphin Beach condo-amazing view and indoor pool

NEW! Prime Location @Beach Club -Tranquil Seascape

Swell @ Beach ClubPet friendly; 5 star amenities
Fitness-friendly house rentals

Private Pool, Hot Tub, Golf, Beach Parking

Waterfront, Stunning Views + Pool | Kayaks!

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

All 4 One | Beach Living

Oceanside Heated Private Pool HotTub Dogs Welcome

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

Corolla Greens @ The Currituck Club, est. 2023

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 | £74 | £74 | £81 | £76 | £77 | £85 | £96 | £94 | £66 | £72 | £85 | £83 |
| 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 2,840 verified reviews to help you choose

Family-friendly holiday rentals
40 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
Destinations to explore
- Norfolk Holiday rentals
- New York City Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Outer Banks Holiday rentals
- Charlotte Holiday rentals
- Ocean City Holiday rentals
- Cape Fear River Holiday rentals
- Jersey City Holiday rentals
- Rentals with lake access Chesapeake
- Flat rentals Chesapeake
- Guest house rentals Chesapeake
- Waterfront rentals Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with beach access Chesapeake
- Rentals with outdoor seating Chesapeake
- Beach house rentals Chesapeake
- Townhouse rentals Chesapeake
- Apartment rentals Chesapeake
- Rentals with breakfast Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with pools Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Rentals with an EV charger Chesapeake
- House rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with a firepit Chesapeake
- Cottage rentals Chesapeake
- Family-friendly rentals Chesapeake
- Beachfront rentals Chesapeake
- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Busch Gardens Williamsburg
- Virginia Beach Oceanfront
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- First Landing Beach
- Hampton University
- Town Point Park
- Regent University
- Old Dominion University
- Currituck Club
- Currituck Beach Lighthouse
- Currituck Beach




