Fitness-friendly holiday rentals in Chesapeake

4.87 out of 5 average rating, 254 reviews

A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.

Condo in Sandbridge

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.

5 out of 5 average rating, 27 reviews

A modern living area is presented, featuring a light-colored sectional sofa adorned with patterned cushions. A round wooden coffee table sits at the center, surrounded by a cozy armchair. The space is well-lit by recessed lighting and natural light from the nearby door.

Apartment in Suffolk

Unique 1 Bedroom Apartment in Bridgeport

A unique location featuring one bedroom, one bath and a sleek living area design. Find this loft in the Bridgeport community, above the state-of-the-art Blue Hippo Car Wash. Fear not, the only audible sound in your loft is an ambient white-noise-like humming. This space gives you an exceptional birds-eye view of the surrounding area along with a secluded bal- cony where you can kick back and relax. Enjoy access to the season pool, fitness center, and clubhouse at 3800 Acqua. No elevator access.

4.93 out of 5 average rating, 46 reviews

A fire pit surrounded by five colorful Adirondack chairs is set on a gravel circle by the water's edge. The calm waters of Hampton Roads Bay stretch out in the background, providing scenic waterfront views under a clear blue sky.

Home in Portsmouth

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.

Apartment in Virginia Beach

A view from a balcony showcases the sandy beach and ocean beyond. The horizon meets the water under a clear blue sky, with footsteps visible on the adjacent walkway. A railing provides a seamless transition between indoor and outdoor landscapes.

4.9 out of 5 average rating, 62 reviews

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!

4.92 out of 5 average rating, 25 reviews

A bright living area features a large wall-mounted television, complemented by a brown leather sofa with cushions. A wooden coffee table with a vase of flowers is positioned in the center. A single armchair and a small lamp add to the cozy ambiance.

Home in Moyock

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.

Guesthouse in Virginia Beach

A deck is furnished with four blue Adirondack chairs, facing a scenic waterfront view. Lush greenery and a pond are visible in the background, with trees framing the landscape under a clear blue sky. The outdoor space offers a tranquil setting for relaxation.

4.93 out of 5 average rating, 45 reviews

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.

4.95 out of 5 average rating, 95 reviews

The exterior of the property showcases a two-story brick structure alongside a single-story home, surrounded by trees and greenery. A driveway provides access, with a garage door visible. Natural light illuminates the scene under a clear sky.

Apartment in Chesapeake

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.

4.81 out of 5 average rating, 163 reviews

The entrance features a light-colored door adorned with a welcoming wreath. To the right, a sign displays the property name 'All4One' alongside the Virginia shape. The brick facade showcases a warm, inviting exterior, complemented by a traditional lantern mounted beside the door.

Home in Virginia Beach

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!

A spacious guest room features a king bed with crisp white linens and a neutral-colored bed skirt. Two bedside lamps illuminate the dark wood nightstands. A dresser and a chair are positioned near a window that allows natural light to brighten the room.

5 out of 5 average rating, 4 reviews

Beautiful 1BR at Williamsburg + Amenities

Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.

4.95 out of 5 average rating, 128 reviews

A sunset casts warm hues over the calm waters of the bay, with silhouettes of a shaded gazebo and a hammock. Weathered pilings and a single bird in flight can be seen against the vibrant sky, enhancing the tranquil atmosphere.

Home in Knotts Island

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!

4.91 out of 5 average rating, 105 reviews

Condo in Sandbridge

3bd Sandbridge - Sunset Bay views!

A stone's throw from the sand and water, this is a 3bed-2bath luxury condo in the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. Two huge private patios with scenic views of the Back Bay await you! Inside, there is space aplenty with a open-space concept living area, a fully-stocked gourmet kitchen, & 3 separate bedrooms with sleeping for 8! Free access to all condo amenities, including 3 pools! Your beach vacation awaits!

4.92 out of 5 average rating, 62 reviews

Two white lounge chairs are positioned on a grassy area by the water's edge, offering a clear view of the calm Back Bay. Lush greenery with blooming flowers frames the scene under a bright blue sky dotted with clouds.

Tiny home in Sandbridge

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. The views give this cottage its luster, but the feeling of serenity gives it its spirit. Escape to your own private oasis for relaxation, connection and adventure.

Popular amenities for Chesapeake fitness-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

Apartment in Virginia Beach

The Beach Quarters Resort is displayed from an elevated perspective, showcasing its contemporary architecture. The rooftop pool is visible atop the building, with the expansive Atlantic Ocean and sandy beach in the background, illustrating the direct beachfront location.

5 out of 5 average rating, 3 reviews

Direct Beachfront on Boardwalk facing Ocean

A horse-drawn carriage is seen traversing a historic street lined with colonial-style buildings. The gray sky creates a soft backdrop, and trees are bare, indicating a cooler season. The ground is a mix of dirt and cobblestone, enhancing the historical ambiance.

5 out of 5 average rating, 3 reviews

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

The exterior of the building displays a welcoming layout, featuring multiple covered porches and classical architectural elements. Lush landscaping surrounds the entrance, with well-maintained shrubs and trees complementing the brick facade. The sky adds a soft evening glow to the scene.

4.83 out of 5 average rating, 29 reviews

Governor’s Green 1BR Dlx Condo w/ Full Kitchen

Apartment in Virginia Beach

A comfortable sleeping area features a spacious bed with crisp white linens and several pillows. Natural light enters through a sliding glass door that leads to a private oceanfront balcony. A dresser and nightstand complement the room, while a piece of artwork adds a coastal touch.

4.83 out of 5 average rating, 6 reviews

FourSailsResort Double Balcony OceanfrontJettedTub

A historic manor house is set amidst well-kept greenery, framed by mature trees and a white picket fence. The elegant brick façade and classic roofline reflect colonial architecture, providing a charming and welcoming entry to the expansive grounds.

5 out of 5 average rating, 15 reviews

Williamsburg 3 Bedroom Suite!

An outdoor swimming pool is featured, surrounded by a deck lined with lounge chairs. A row of umbrellas provides shade, while the clear blue water reflects the sky. Nearby buildings contribute to the resort-like atmosphere.

5 out of 5 average rating, 7 reviews

3BR | Arcade | Pool | Kingsgate

Historical reenactors are seen on a foggy morning, dressed in traditional colonial attire with three-cornered hats and red coats. Musicians play flutes, while a drummer leads the group, creating an atmosphere reminiscent of 18th-century ceremonies.

4.86 out of 5 average rating, 7 reviews

Sleep 24! 8BDR/8BA Package. Multi-unit discount.

A row of three-story apartment buildings reflects beautifully on the calm surface of a pond. A decorative fountain adds a serene element to the landscape, while green grass surrounds the water's edge, enhancing the natural setting.

5 out of 5 average rating, 31 reviews

Fabulous 1 bedroom suite - Kingsgate, Williamsburg

Fitness-friendly condo rentals

4.97 out of 5 average rating, 33 reviews

The exterior of the duplex showcases a welcoming entrance with a sign reading 'Salty Vibes.' Lush landscaping features colorful flower beds and well-maintained grass. The home is framed by a modern fence, providing a clear view of the architectural design and neighboring units.

Condo in Corolla

2 bdr: Steps to Sand, Dog-Friendly!

4.78 out of 5 average rating, 27 reviews

Condo in Williamsburg

The Historic Powhatan 4bdrm*

4.9 out of 5 average rating, 20 reviews

A modern kitchen features a long island with seating for six, complemented by a pendant light fixture overhead. Stainless steel appliances, including a refrigerator and stove, are contrasted by white cabinetry and countertops, while ample natural light streams through multiple window panels.

Condo in Corolla

Toes In The Sand! 2 Bed 2 Bath and Dog Friendly

4.96 out of 5 average rating, 47 reviews

The exterior of a charming three-story building is showcased, featuring red brick walls and a steeply pitched roof. Large windows with white railings overlook a landscaped courtyard with fountains and blooming trees, creating a welcoming ambiance surrounded by greenery.

Condo in Williamsburg

Marriott's Manor Club Ford's Colony 2BD Villa Slee

4.83 out of 5 average rating, 6 reviews

An aerial view captures the vibrant beachfront lined with umbrellas and beachgoers, alongside a resort pool area with lounge chairs and umbrellas. Lush greenery surrounds the pools, with the ocean visible in the background under a clear blue sky.

Condo in Virginia Beach

OBC - 2BR/2BA Suite - City View

5 out of 5 average rating, 10 reviews

A serene beach scene presents a long stretch of smooth, golden sand meeting gentle ocean waves. The sun brightens the clear blue sky, casting light on the foamy water as it laps against the shore. Dunes can be seen in the distance, completing the tranquil landscape.

Condo in Sandbridge

Oceanfront Condo | Pool + Balcony, Steps to Beach

4.97 out of 5 average rating, 35 reviews

The image captures a serene beach scene, featuring gentle waves lapping at the shoreline. The water reflects sunlight, creating a shimmering effect on the surface. A clear blue sky is visible above, contributing to the tranquil coastal atmosphere.

Condo in Corolla

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

4.97 out of 5 average rating, 29 reviews

An aerial view captures a spacious resort complex overlooking a tranquil pond. The outdoor swimming pool is surrounded by lounge areas, with a fountain creating gentle ripples in the water. Lush green lawns frame the buildings, and rolling hills can be seen in the background.

Condo in Williamsburg

Wyndham Governor's Green, 2 BR Deluxe

Fitness-Friendly Holiday House

5 out of 5 average rating, 5 reviews

Home in Virginia Beach

Ocean Front, 2 Bedroom Suite!

A spacious living room features a large sectional sofa and a vibrant accent chair. A wooden coffee table with a rustic finish sits centrally, while three framed tropical prints brighten the walls. A flat-screen TV is mounted above a stylish console, and natural light illuminates the space.

4.94 out of 5 average rating, 18 reviews

The 1903 Beach Club at Whalehead - Corolla OBX

4.95 out of 5 average rating, 65 reviews

The three-story house features light-colored siding and a welcoming front porch. Green shutters frame the windows, while neatly landscaped greenery surrounds the entrance. A white fence provides additional privacy, contributing to the home's charming curb appeal.

Home in Virginia Beach

Serene Beach Retreat - Just Steps from the Sand!

A spacious four-bedroom home is showcased, featuring a blend of architectural styles. The exterior showcases light-colored siding, multiple balconies, and expansive windows that invite natural light. The property is surrounded by trees, creating a serene outdoor environment.

4.86 out of 5 average rating, 21 reviews

Dog Friendly 4 bedroom Home!

4.93 out of 5 average rating, 15 reviews

A cozy living area features a comfortable sofa and a dining table set for two. The kitchenette is equipped with a full-sized refrigerator and a small stove. A vase of flowers adds a subtle touch to the inviting space, while warm lighting enhances the ambiance.

Home in Williamsburg

Our Home Away from Home

An aerial view captures the vibrant blue cottage, showcasing multiple decks with outdoor seating. The surrounding landscape features sandy areas and sea views in the background, highlighting the home's proximity to the ocean.

5 out of 5 average rating, 38 reviews

Pvt. Heated Pool Hot Tub Dogs Welcome Oceanside

A beach house with a light blue exterior showcases two levels and multiple balconies. The inviting covered entry is flanked by a parking area beneath the structure. Outdoor seating is visible on the upper deck, providing a space for relaxation.

4.86 out of 5 average rating, 96 reviews

MillerLight

The exterior of a two-story blue beach house is displayed, featuring multiple white balconies outfitted with chairs. Lush greenery surrounds the base, and an open carport is visible beneath the structure. The building is set against a clear sky.