
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.

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.

OceanKeyResort 2BR2BA Sleeps 6 Superior & Aquarium
Features a king bed in the master bedroom with a private full bath and balcony, oversized queen sleeper in the living room. Second bedroom features two twin beds, & the living room features a pull out sofa. Kitchen, dining area with service for six. Units are 750 sf. & sleep six. No pets. 21 to check in. All units have alike sleeping and furnishings. Decor may vary. Be my guest at the Virginia Aquarium & or Virginia Zoo when arranged in advance.(up to 4 people). See notes for unit features.

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!

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!

2br Apt Downtown on Main St.
Come stay in our 2BR apartment downtown in the historic district on Main St. You'll be one block from our beautiful waterfront, our downtown restaurants, entertainment, and breweries. You'll have your own reserved parking spot directly across the street from the entrance. You can also enjoy 24hr access to the gym downstairs. Classes are also available for free. We have 2 beach cruisers you can use to explore our beautiful city. The apartment is on the 2nd floor and there is no elevator.

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.

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!

* Penthouse on Atlantic Ave* 2bdrm
This penthouse is on the 6th floor of the Days Inn Motel and is across the street from the beach. Enjoy the pool (mid April-Sept) and gym on the 1st floor. It's located in the resort, close to many activites,shops and restaurants. Beach Coffee downstairs makes the best Avocado toast and Acia bowls and of course coffee! Il Giardino Ristorante is next door and offers upscale Italian dining. Bike/surrey rentals are close by and enjoyed along the oceanfront on the bike path.

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.
Popular amenities for Chesapeake fitness-friendly rentals
Fitness-Friendly apartment accommodation

New! Oceanfront Penthouse/ 2 Decks/ Pool/Beach/Gym

Sojourn Ocean View Oasis Ocean & Bay Views

Beach Quarters Resort - The Continental Suite

Luxury Oceanfront 2BR Private Balcony Pool Kitchen

Bayside condo on the beach in Sandbridge

Ocean Sands-1BR/1BA -Oceanfront Views Balcony

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

2 Bedroom Ocean front, Ocean Beach Club Resort
Fitness-friendly condo rentals

2 bdr: Steps to Sand, Dog-Friendly!

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

No Shoes Retreat

Enjoy Sea Life! Steps to the Beach!

Oceanfront Penthouse: 3 Balconies & Resort Pools

Off The Hook-Luxury Cottage - Heart of Corolla!

NEW! Prime Location @Beach Club -Tranquil Seascape

The White Pearl A Modern 3 Bed w/Private Hot Tub!
Fitness-Friendly Holiday House

Private Pool, Hot Tub, Golf, Beach Parking

The Moor House 2.0 - Sound Front, Private Pool!

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

Waterfront, Stunning Views + Pool | Kayaks!

Priv. pool, hot tub, FREE cleaning&linens, QUIET

Oceanside Heated Private Pool HotTub Dogs Welcome

MillerLight

Corolla Greens @ The Currituck Club, est. 2023
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 AUD | $133 AUD | $140 AUD | $144 AUD | $146 AUD | $163 AUD | $182 AUD | $178 AUD | $126 AUD | $137 AUD | $161 AUD | $157 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 $14 AUD 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 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, 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
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Grommet Island Park
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Currituck Beach Lighthouse
- Neptune's Park
- Kiptopeke Beach
- Colonial Williamsburg's Merchants Square
- First Landing Beach
- Nauticus
- Regent University
- Town Point Park
- Virginia Zoological Park
- Currituck Club





