
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.

Barclay Towers Resort Direct Oceanfront Unit
Escape to the beach and wake up to ocean views in a spacious 1-bedroom with a full kitchen, cozy living room, and a private oceanfront balcony or patio (1st floor has patio). Perfect for families or couples! Enjoy included linens, shower & pool towels, and free parking across the street in the garage. Relax and unwind by the indoor or seasonal rooftop pool and soak in the sun. Check “THE SPACE” for available floors by date! Need more units? Message me for options. Your perfect getaway awaits!

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.

Beach Haven House
Forget your worries and vacation in our serene, family-friendly house with a full kitchen, Wifi, mini-gym, children's items, and a large yard with a pool, trampoline, grill, and fire pit. Centrally located in Virginia Beach, we are next to a recreation center with a gym and indoor pool, tennis and pickleball courts, a playground, and a walking path. We are minutes from Town Center and 15 to 20 minutes from Norfolk destinations, the Bay, and Oceanfront Beaches. This is a home-share location.

NEW Updated Oceanfront 3bd Beach, Pool, Boat, Fish
Situated on the vibrant Virginia Beach Boardwalk, this 3Bd, 2Bth condo is the perfect coastal escape for families, couples, or small groups. Enjoy Atlantic sunrises and sunsets from the private balcony, or relax in the open living area with all the comforts of home. With the beach, boardwalk shops, restaurants, and attractions just steps away, experience all Virginia Beach offers. The fully stocked kitchen makes meals and drinks easy. Steps to the Beach Minutes to Boardwalk Dining & Shops

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!

Stunning Views | Kayaks | Pet-Friendly | Sunsets
Make lasting memories at this soundfront family retreat designed for comfort, connection, and fun. Enjoy stunning water views, cozy modern updates, —your perfect Corolla escape. ✔ Water views + epic sunsets ✔ 2 Kayaks included ✔ 2-minute drive to the beach ✔ Family-friendly layout to relax and play ✔ Pet-friendly—bring furry companions ✔ Games, outdoor space, and coastal charm From beach days to board games, this home invites connection, laughter, and relaxed family fun

1-bedroom home in Suffolk
Indulge in nature's embrace at this 1-bedroom retreat in North Suffolk. Fully furnished, this pet-friendly haven invites long-term guests seeking serenity and convenience. With a $500 pet fee, furry friends are welcome to join your adventure. Unwind in the comfort of a spacious bedroom, relax in the inviting living room, and enjoy the attached kitchen, complete with all essentials. Plus, enjoy access to the amenities of 3800 Acqua Apartments, including a gym and pool.

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

Amazing Sunsets! Waterfront-Pets-Kayaks
The most stunning sunsets in all of Sandbridge! 180+ degree water views! After a long day of fun in the sun at Sandbridge Beach, retreat to your own waterfront haven to take in the spectacular sunsets from your covered deck less than 10 steps from the water. Views so amazing it feels like being on a boat. Escape to your own private oasis for relaxation, connection and adventure.
Popular amenities for fitness-friendly rentals in Chesapeake
Fitness-friendly apartment rentals

Direct Beachfront on Boardwalk facing Ocean

*No Resort Fees Powhatan 4 bdrm

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

Westgate Historic Williamsburg One Bedroom

FourSailsResort Double Balcony OceanfrontJettedTub

Williamsburg 3 Bedroom Suite!

3BR | Arcade | Pool | King's Gate

Historic Powhatan Resort 2 Bdrm! Sleeps 6
Fitness-friendly apartment rentals

2 bdr: Steps to Sand, Dog-Friendly!

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

Ocean & Bay Views - Local Family Owned & Operated

2BD/2BA Villa across Currituck Beach Lighthouse

Coastal Beach condo-amazing view and indoor pool

3BDR 2 bath, Sleeps up to 8 Guests

Wyndham Governor's Green, 2 BR Deluxe

The White Pearl A Modern 3 Bed w/Private Hot Tub!
Fitness-friendly house rentals

The Moor House 2.0 - Sound Front, Private Pool!

The Sandbridge Jewel

Dog Friendly 4 bedroom Home!

Our Home Away from Home

All 4 One | Beach Living

MillerLight

Brand-New Luxury Condo, Steps to the Beach

Corolla Greens @ The Currituck Club, est. 2023
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 86 | € 86 | € 95 | € 89 | € 90 | € 100 | € 112 | € 109 | € 78 | € 83 | € 83 | € 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 € 9 per night before taxes and fees

Verified guest reviews
Over 2,310 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 Cinemark Chesapeake Square
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- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Golden Horseshoe Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach
- Red Wing Lake Golf Course
- Little Creek Beach




