Fitness-friendly holiday rentals in Hampton Roads

Brighton Winter House - Restored Historic Home

Step back in time to Brighton, a historic turn-of-the-20th century estate in a spectacular setting on the East River with today's comforts. Downstairs there’s a formal living room, dining room, gourmet eat-in kitchen and half bath. Upstairs there are 3 bedrooms (2 with queen beds and 1 with 2 twin beds) plus 4th room used as a TV room with a daybed. Full bath with clawfoot tub w/ shower. Screened porches for outdoor relaxation. Hammocks, kayaks, bicycles, spa, and gym are all available for you.

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.

The Williamsburg Retreat- Gorgeous Private Acreage

Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)

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!

Great value! Popular Powhatan Resort 2BDR

If you are looking for a resort that has all kinds of things to do, then you need look no further than The Historic Powhatan Resort. Here you can enjoy both indoor and outdoor swimming pools, tennis courts, an outdoor pavilion, and even a playground for the kids. This two-bedroom suite has a fully equipped kitchen to both save you money and provide the convenience of preparing your own gourmet meals if you like. Just 5 miles from the historic district and 20 minutes from Busch Gardens.

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!

Chickahominy Riverside Guest Home By Williamsburg!

Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, two kayaks, paddle board, canoe, large game room, portable fire pit, playground, basketball goal and large outdoor sitting area with a gas grill. Located 5-20 mins from the finest wedding venues, nearby wineries; less than an hour to Richmond & 25 minutes to Colonial Williamsburg. Only steps to numerous historic plantations & a few miles from the Virginia Capital bike & walking trail.

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Wake up to ocean breezes, panoramic Atlantic Ocean views, and the soothing rhythm of waves in this modern 2 Bedroom, 2 Bathroom oceanfront condo on the Virginia Beach Boardwalk. Enjoy a private balcony for sunrise coffee, direct beach access, Indoor Heated Pool, Gym and Fitness Center, High-Speed Wi-Fi, and a fully equipped kitchen. Perfect for families or couples seeking a Virginia Beach oceanfront vacation rental, steps from dining, attractions, festivals, and endless beach fun.

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.

Waterfront Tiny Home-Pool-Kayak-Pets-Pickleball

Relax in comfort while enjoying water views so breathtaking it feels like you are on a boat! The most amazing sunsets in all of Sandbridge will be yours. Enjoy the best of both worlds – the beach and the bay – at your own private waterfront refuge. After enjoying the sun and surf at the beach, retreat to your own oasis to recharge while you soak up the views, take a paddle on the bay, or land the catch of the day! 180 degree bay views and incredible sunsets await.