
Fitness-friendly vacation 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.

Luxury Oceanfront 2BR Private Balcony Pool Kitchen
Wake to uninterrupted Atlantic views from a fully renovated 5th-floor oceanfront condo on the Virginia Beach Boardwalk — where dolphins, surfers, and stunning sunrises greet you every morning in this upscale 2‑bed, 2‑bath with floor‑to‑ceiling views that make the ocean feel like part of your living room. Step onto your private balcony with a fresh coffee as the sun rises over the horizon, dolphins glide through the surf, and early‑morning surfers carve the break below. In the evenings, the sky g

Casa del Sueno
Casa del Sueno is the perfect way to enjoy life on the Back Bay to the Beach! This tiny house sits on the waters of the Back Bay National Wildlife Refuge in the quaint community of Surfside at Sandbridge. The view is ever changing natural beauty from either inside or outside on the deck. Take a walk or bike ride to the most beautiful beach along the Atlantic. Enjoy sunset, serenaded by live bands from a local watering hole within walking distance. Wake up & stroll across to watch the sunrise.

Coastal Living Luxury Oceanfront Condo, Pool Beach
Luxury coastal design straight out of a magazine. Panoramic Atlantic Ocean views. This modern 2 Bed, 2 Bath oceanfront retreat is located directly on the iconic Virginia Beach Boardwalk. From the moment you walk through the door, you’re greeted by natural light pouring in through the windows, uninterrupted ocean views, and the calming rhythm of waves rolling onto the shore. Wake up to ocean breezes and step onto your private balcony with coffee in hand as dolphins glide through the surf below.

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!

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.

Four Sails - 1B/1BA - X-Large Oceanfront Balcony!
Overlooking the north end of the Virginia Beach boardwalk, with some of the best oceanfront views in Virginia Beach, Four Sails is a resort hotel property made up of Condo-style units, just steps from the beach. There's an Indoor heated Pool inside a large Atrium, an exercise room with a Sauna, large City View Sundeck / Terrace, and Katie’s 33rd Street Cafe provides on-site dining for breakfast, lunch, and dinner. There are also multiple dining options within very short walking distance.

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

Loft Perfect for Corporate Travel

Virginia Beach 3 Bedroom Suite!

Sojourn Ocean View Oasis Ocean & Bay Views

FourSailsResort Double Balcony OceanfrontJettedTub

* Penthouse on Atlantic Ave* 2bdrm

Sunset Retreat

Bayside condo on the beach in Sandbridge

Ocean Sands-1BR/1BA -Oceanfront Views Balcony
Fitness-friendly condo rentals

2 bdr: Steps to Sand, Dog-Friendly!

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

Oyster & Pearl Beautiful New Single Level Condo

Off The Hook-Luxury Cottage - Heart of Corolla!

NEW! Prime Location @Beach Club -Tranquil Seascape

Oceanfront Condo with Balcony & Pool

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

Lewis Villa | 2 Min Walk to Beach + Heated Pool
Fitness-friendly house rentals

New Listing! Updated Beach Cottage&Community Perks

Private Pool, Hot Tub, Golf, Beach Parking

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

Waterfront, Stunning Views + Pool | Kayaks!

400 off per night June & Aug. Priv. pool & hot tub

Oceanside Heated Private Pool HotTub Dogs Welcome

Corolla Greens @ The Currituck Club, est. 2023

NEW* Heron Landing: inside Corolla Light Resort
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,828 GYD | G$19,874 GYD | G$20,920 GYD | G$21,548 GYD | G$21,757 GYD | G$24,267 GYD | G$27,196 GYD | G$26,568 GYD | G$18,828 GYD | G$20,502 GYD | G$24,058 GYD | G$23,430 GYD |
| 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 vacation rentals that are fitness-friendly in Chesapeake

Total vacation rentals
Explore 110 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 2,840 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Chesapeake vacation 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 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
- Buckroe Beach
- Water Country USA
- Cape Charles Beachfront
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Kiptopeke Beach
- Old Dominion University
- Hampton University
- First Landing Beach
- Regent University
- Town Point Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- Virginia Zoological Park
- Currituck Club





