
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.

Sun & Fun! Ocean/Bay views /3 pools, gym, arcade
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, 2 gyms, local restaurants and much more! WE HAVE ADDED AN ARCADE!

OceanSands 1BR 1BA Oceanfront & Extras
Oceanfront 1bedroom, 1 bathroom. Features a bathroom with tub shower combination, kitchen, dining & living room with pull out sofa, bedroom with 6 ft deep balcony or patio. Units from 5.23- 5.30 have a walkout patio, not a balcony. Contact before booking if you have a preference. 21 or older with ID to check in. NO pets or smoking. Guests may enjoy use of bicycles, beach chairs, & aquarium or zoom admission with advanced request & a reservation of 2 or more days. This listing ONLY.

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.

Flipflop friendly *block from beach*2bdrm/2ba
This casual apartment is in the resort area. Free parking spot 702. Gym/pool (open mid-April thru September) access. Walk to the fishing pier on 14th St. or to 5th St. to surf. There are many restaurants nearby including Side Street Cantina right next door and Beach Dogs down the street. Beach Coffee is a locals favorite, close by, serving avocado toast/acia bowls. This particular apartment has 2 separate entrances, off bedroom #1 and into the living rm from the back of the house.

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!

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.

Waterfront Tiny Home-Pool-Kayak-Pets-Pickleball
Relax in comfort while enjoying water views so breathtaking it feels like you are on a boat! The most amazing sunsets in all of Sandbridge will be yours. Enjoy the best of both worlds – the beach and the bay – at your own private waterfront refuge. After enjoying the sun and surf at the beach, retreat to your own oasis to recharge while you soak up the views, take a paddle on the bay, or land the catch of the day! 180 degree bay views and incredible sunsets await.
Popular amenities for fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

Sojourn Ocean View Oasis Ocean & Bay Views

Beach Quarters Resort - The Continental Suite

Ocean Front 2 Bedroom Condo Z444

Luxury Oceanfront 2BR Private Balcony Pool Kitchen

Virginia Beach Oceanfront Condo

Beachfront Oasis | Sunrise View | Full Kitchen 605

Sunset Retreat

Bayside condo on the beach in Sandbridge
Fitness-friendly apartment rentals

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanaire Resort with Ocean View, Pool, 1br/4

Sandy Ridge at Sandbridge, VA

Oceanfront Penthouse | 4BR Sunrise & Sunset Views

Boardwalk Resort and Villas 1 Bed Suite Ocean View

Oceanfront $1,225-7 nights $175 a night 6-26-/7-3

Penthouse By The Sea | Huge Home w/ Amazing Views

OceanKeyResort 2BR2BA Sleeps 6 Superior & Aquarium
Fitness-friendly house rentals

June specials Htd pool/hotub, firepit oceanview

Spacious 3BD townhouse near Hampton waterfront

Traditional Bungalow 9

Sunny room B

Sandbridge Dunes #402 An Ocean Pearl - Penthouse

ShowTyme's Hampton Oasis Near The Beaches

Spectacular Ocean front Condo.

Spacious canal-front home with stunning Back Bay
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £67 | £71 | £74 | £77 | £77 | £86 | £97 | £94 | £67 | £73 | £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
- House rentals Chesapeake
- Rentals with beach access Chesapeake
- Rentals with lake access Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with a fireplace Chesapeake
- Waterfront rentals Chesapeake
- Townhouse rentals Chesapeake
- Rentals with breakfast Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Beach house rentals Chesapeake
- Cottage rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with pools Chesapeake
- Smoking-friendly rentals Chesapeake
- Flat rentals Chesapeake
- Guest house rentals Chesapeake
- Rentals with a firepit Chesapeake
- Beachfront rentals Chesapeake
- Apartment rentals Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Grommet Island Park
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Currituck Beach Lighthouse
- Neptune's Park
- Regent University
- Colonial Williamsburg's Merchants Square
- First Landing Beach
- Nauticus
- The Mariners' Museum
- Currituck Club
- Town Point Park
- Virginia Zoological Park





