
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.

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.

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!

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.

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!

Oceanfront • Pool • Balcony • Walk to Beach
Guests love the experience at Surf’s Up — as Patricia shared: “We highly recommend this home for your next beach stay. Amazing view and literally minutes to the sand. The home is exceptionally clean and the owners have provided everything you need, from a complete kitchen to beach chairs and towels. Sit back and relax!” Whether you’re chasing sunrises, savoring slow mornings, or exploring the coastline, Surf’s Up is your laid-back coastal escape.

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
Popular amenities for fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

FourSailsResort Double Balcony OceanfrontJettedTub

Luxury Suite in Beach Front Resort

Works 4 Me: New listing

Sunset Retreat

Bayside condo on the beach in Sandbridge

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

3BR Oceanfront 2nd-Floor | Balcony | Pool

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

Coastal Beach condo-amazing view and indoor pool

NEW! Prime Location @Beach Club -Tranquil Seascape

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

Swell @ Beach ClubPet friendly; 5 star amenities

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

CHIll IN! Central to Everything! Steps to Beach!

Penthouse By The Sea | Huge Home w/ Amazing Views

Gorgeous 2BR Oceanfront | Balcony | Pool
Fitness-friendly house rentals

Discount Feb/Mar Htd pool/hotub, firepit oceanview

The Moor House 2.0 - Sound Front, Private Pool!

Oceanside,Pool,Spa,PinBall,7MinWalk2Beach&Sound Ne

Waterfront, Stunning Views + Pool | Kayaks!

Legacy Beach Club at Whalehead - Corolla OBX

14th & Hoos

Oceanside Heated Private Pool HotTub Dogs Welcome

Brand-New Luxury Condo, Steps to the Beach
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 | £83 | £77 | £78 | £87 | £98 | £95 | £68 | £74 | £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 £8 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 Cinemark Chesapeake Square
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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
- Buckroe Beach
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- Old Dominion University
- Hampton University
- Virginia Living History Museum
- First Landing Beach
- Chrysler Hall
- Currituck Beach Lighthouse
- Neptune's Park




