Holiday houses in Bennett Harbor

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Top-rated holiday rentals in Bennett Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A modern kitchen features light cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are visible. Soft lighting highlights the spacious layout, which is complemented by tiled flooring and a seamless flow into the adjacent dining area.

Home in Portsmouth

5 out of 5 average rating, 78 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

Make yourself at home! Hidden Gem offers a warm welcoming space for guests, located in a quiet established neighborhood. Guests should expect a clean and comfortable stay. Conveniently located near parks,shopping, and dining options. Attractions aren’t too far away Rivers casino.2.9. Virginia Beach Ocean Front.23miles. Waterside district Norfolk 8.5 miles. Town center 17.miles. Busch Gardens 40 miles. Old Dominion University 9.8 miles. Norfolk State University 8.8 miles.Hampton University23miles

Top Guest favourite

The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.

Guest suite in Chesapeake

4.96 out of 5 average rating, 341 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

Guest favourite

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

5 out of 5 average rating, 27 reviews

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.

Guest favourite

A comfortable living room area is featured, showcasing a light-colored sectional sofa with dark blue accent pillows. A dark coffee table is set in front of the sofa. A vibrant world map painting adorns the wall, and natural light streams through a nearby window.

Guest suite in Portsmouth

4.95 out of 5 average rating, 99 reviews

Historic Hideaway Private Apartment/Suite

You will be comfortable in this spacious, one bedroom suite. You have your own kitchen, washer/dryer, and living room space with large tvs in the bedroom and the living room. To wind down from your day step into your large beautiful shower that has endless hot water. Try living room sofa pulls out to a sleeper lay down while watching tv, or to use as an extra bed. Enter/exit thru a private entrance. Only you will have access to your space. Clean and inviting. Stay a day, or stay a while!

Guest favourite

Home in Portsmouth

5 out of 5 average rating, 9 reviews

The Main House

Welcome to Ary’s House! Relax and unwind at my ranch-style home featuring cozy beds, two full bathrooms, and a dedicated workspace with a sleeper sofa for an extra guest. A fully equipped kitchen and dining area stocked with many of your cooking essentials. For added convenience, a washer and dryer are available in unit. Enjoy the private backyard patio, perfect for grilling out or gathering around the fire pit. Our home is family-friendly, We look forward to hosting you!

Guest favourite

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

4.85 out of 5 average rating, 105 reviews

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

Guest favourite

A spacious bedroom is presented, featuring a luxurious king size bed dressed in patterned linens. Comfortable seating options include a cozy armchair and a leather sofa. Natural light floods the room through large windows, with a private balcony offering views of the serene surroundings.

Guesthouse in Suffolk

5 out of 5 average rating, 23 reviews

The Canvasback Cottage

This unique place has a style all its own. Cottages on the Point was launched in 2018 and offers timeless interior styling and stunning resort style outdoor views. The property features a seasonal (Mid-April to the end of October) 14,000 SF outdoor tiki bar with a shared saltwater pool with swim up bar, outdoor kitchen, and live music. The residences are adjacent to the tiki bar deck and include open layouts, terraces, and custom décor.

Guest favourite

A bright living area features a large flat-screen television mounted on the wall and a comfortable seating arrangement. Large sliding doors open to a view of the water outside, while a soft area rug adds warmth to the space.

Home in Portsmouth

4.95 out of 5 average rating, 77 reviews

R & R River House

Have a peace of mind when you rent this luxury condo with beautiful water views. Totally remodeled condo with high-end finishes. This home is perfect for a couple getaway or family for fun with the nearby city park (1 mi). The peaceful condo is located close to the Casino (4.5 mi), Downtown Portsmouth (7 mi), Waterside (7.6 mi), and Virginia Beach (25 mi). Be amazed with this nestled away condo in safe neighborhood.

Top Guest favourite

The barn loft is illuminated under the night sky, highlighting its rustic red exterior and decorative features. The front displays large garage doors, flanked by well-maintained landscaping and outdoor lighting. A weathervane sits atop the roof, while an American flag adds a touch of charm to the entrance.

Barn in Suffolk

5 out of 5 average rating, 19 reviews

Cozy Waterfront Barn Loft

Rustic Charm Meets Modern Comfort in Our Barn Loft Retreat Welcome to our beautifully converted hay loft, a serene escape nestled on a former horse farm along the picturesque Chuckatuck Creek. This rustic yet modern loft offers the perfect combination of charm and convenience, making it ideal for family getaways (sleeps up to 8 with pullouts), work trips, wedding weekends, or a peaceful retreat to recharge your soul.

Top Guest favourite

An aerial view depicts the guest suite, nestled among lush greenery, with a spacious swimming pool nearby. The main house, along with various outdoor amenities, is visible, showcasing well-maintained landscaping and open fields surrounding the property.

Guesthouse in Suffolk

4.97 out of 5 average rating, 152 reviews

Country Living Guest House (Upstairs/Downstairs)

This country living guest suite is conveniently positioned on Lone Star Lakes Park. It is located in a quiet, private drive. Prepare quality meals in the down-stairs fully equipped eat-in kitchen with built-in cabinets, spacious countertops, a full-sized fridge, an electric stove, and everything you need to feel at home. Just off the kitchen is a half-bath. NO PETS ALLOWED.

Guest favourite

A dock extends over the water, illuminated by blue lights on the posts. The calm bay reflects the night sky, while distant city lights create a soft glow on the horizon. Rocks line the base of the dock, enhancing the natural setting.

Guesthouse in Hampton

4.96 out of 5 average rating, 77 reviews

Fantastic Getaway

You need to see this fully furnished, stunning guest house located along the historic section of Chesapeake Ave. Wake-up to breathtaking views of the Chesapeake Bay. Great fishing, crabbing, sailing, bike trails, kayaking and more. Enjoy herons, osprey, dolphins and other wildlife. Centrally located to shopping, casinos, restaurants and public beaches!

Top Guest favourite

Apartment in Norfolk

5 out of 5 average rating, 7 reviews

Chic Urban One-Bedroom Get Away

Enjoy your stay in this stylish and chic one-bedroom apartment just minutes from downtown Norfolk, the Naval Base, and Ocean View Beach. This modern space features a cozy living area, fully equipped kitchen, and comfortable bedroom designed for relaxation. Perfect for business or leisure travelers looking for comfort and convenience in a prime location.