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Cottage vacation rentals in Hampton Roads

Find and book unique cottages on Airbnb

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Popular amenities for Hampton Roads cottage rentals

Cottage rentals with a hot tub

Guest favorite
An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.
Cottage in Chesapeake
4.95 out of 5 average rating, 132 reviews

The Cottage @ Captain Genes - Secluded Waterfront

LindseyRating, 5 stars5 months ago
Our stay in this home was such a treat! We enjoyed utilizing the kayaks to boat around in Chesapeake Bay. The hot tub was an absolute delight, perfect for evening stargazing, saw lots of shooting stars, and could see the water of the bay from the hot tub. We also enjoyed doing November cold plunges from the hot tub to the pool. While the living room is not expansive, it fit our needs for family game & movie nights. The bed linens were so comfortable, and Lori was beautifully responsive & friendly when we would reach out with a question. We also enjoyed the nearby Sandy beaches.
Guest favorite
An outdoor patio area is shown, featuring multiple white chairs arranged in a circle around a stone fire pit. Lush green grass surrounds the space, with potted plants offering touches of color. The scenic view of the river is visible beyond the trees.
Cottage in Gloucester
4.94 out of 5 average rating, 17 reviews

Waterfront Gloucester Cottage w/ Private Boat Dock

MaryRating, 5 stars1 week ago
This home was exactly what we needed - a beautiful, relaxing space with wonderful views. Every home along the private road is lovely - the azaleas in bloom during our April stay were stunning! The house itself was clean and had every amenity. The outdoor space was fantastic! We enjoyed our time sitting and rocking and looking at the river. We drove in to Williamsburg twice. It was a bit of a drive, but was worth it. Gloucester is a cute town and we did a little shopping & eating. Don’t hesitate to book this home!
Cottage in Norfolk
4.8 out of 5 average rating, 139 reviews

Beach Cottage - On Beach with Wrap Around Porch

AmyRating, 5 stars1 week ago
Really enjoyed our stay. We will definitely be back. Airbnb was central and just a stone throw to the beach. We had a toddler and it was very safe and comfortable. We brought a travel crib but they did have one actually in the closet for us which was excellent, coffee was great also. Went for dinner at the Willoughby fish house which was 5 minutes away and really enjoyed it! I absolutely recommend this stay and I imagine we will book again.
Cottage in Norfolk
4.79 out of 5 average rating, 118 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

Jacob Luka DainesRating, 5 stars3 months ago
Everything was wonderful, easy to get in, and our host John was very helpful and friendly. Hotub was clean no trash in the yards felt just like home. comfortable beds the walkway to the beach was very private enjoyed that as well. Overall our stay was amazing and would love to be able to stay there again. We had so much fun <3 provided us with some detergent to wash clothes I thought that was thoughtful.
Guest favorite
A sandy pathway leads to a pergola surrounded by tall sunflowers. The pathway is bordered by wooden beams, guiding guests to a seating area that offers views of the bay. Sunlight accentuates the lush greenery under a clear blue sky.
Cottage in Norfolk
4.94 out of 5 average rating, 164 reviews

Poseidon - Beach Carriage House - 120 Years Old

TrinhRating, 5 stars3 days ago
Cozy and peaceful spot right by the beach. John was very welcoming and proactive in making sure the property was always well-maintained. We enjoyed our stay!
Top guest favorite
A spacious living room features large windows providing ample natural light and views of the surrounding landscape. A cozy sectional sofa is positioned nearby a wood stove. A streamlined table with decorative elements sits in the foreground, while dining chairs are visible in the background.
Cottage in Onemo
5 out of 5 average rating, 45 reviews

3 BR Bay Home w Private Dock & all the Amenities

ChrisRating, 5 stars2 weeks ago
Our trip to The Half Shell Haven was great! The place was clean, extremely well stocked, and included many extras! We had crazy weather the first two days, but we had plenty to do at the house. My boys loved being on the water and the game room and my daughter loved the hot tub and bicycling. My daughters service dog enjoyed a nice reprieve and seemed so happy. We had a great time, and were honestly sad to go! If we find ourselves back up in Virginia we will definitely stay here! Thank you for the care and attention to detail to ensure a great trip!

Pet-friendly cottage rentals

Top guest favorite
A red farmhouse is set against a colorful sunset sky, surrounded by manicured lawns. A large tree provides shade, while a cluster of red chairs invites relaxation. The house features outdoor seating areas, blending comfortably with the natural landscape.
Cottage in Cape Charles
4.99 out of 5 average rating, 70 reviews

The Ladybug - arcade, dog-friendly, firepit, & EV

MarianRating, 5 stars2 months ago
To say this house was a dream come true would be an understatement. From the moment we drove up the long driveway and laid eyes on the picturesque setting of the red house nestled in the woods, we fell in love. My 17-year old daughter walked in and said the pictures online did it no justice and she is exactly right. The house was immaculate, with every feature you could possibly imagine. The technology throughout was unbelievable. Google Home in EVERY room. TVs with surround sound. A game room that kept us busy for hours. A karaoke machine. It was a much needed getaway. Our dogs were in heaven with the acres of land to explore on walks. I have never felt so relaxed. I just can’t say enough. I love the city of Cape Charles but honestly did not want to leave this house. The host, Dave, was so great with communicating, even before we arrived. We will definitely plan another visit here! I would say the only downside was getting carpel tunnel trying to beat high scores in the arcade room. ?
A wide view of a vibrant green pasture is framed by a wooden fence. Several trees provide shade, and a ranch-style home is visible in the distance, surrounded by lush foliage. The landscape exudes a peaceful, natural setting.
Cottage in Williamsburg
4.77 out of 5 average rating, 35 reviews

Private Cottage on Horse Farm in Williamsburg!

MichaelRating, 5 stars20 months ago
We had an amazing time at the horse farm!! It was great to wake up in such a beautiful, peaceful place, which is still only a short drive from Williamsburg and Jamestown. Plus, you can see the (rescue!) horses grazing peacefully in the pastures. Not much more you can ask for from an Airbnb!
An inviting exterior features a wooden house surrounded by lush greenery and a vibrant maple tree. A small path leads to the entrance, complemented by carefully placed planter boxes. A grill is visible on the side terrace, providing an ideal space for outdoor gatherings.
Cottage in Virginia Beach
4.62 out of 5 average rating, 107 reviews

Cottage in the Heart of Virginia Beach

JarrodRating, 5 stars21 months ago
was a great place for the family. close enough to beach to walk. comfortable house and had everything we needed.
Top guest favorite
Cottage in Virginia Beach
5 out of 5 average rating, 7 reviews

"The Simple Life" Sandbridge Beach, Canal front

RachelRating, 5 stars8 months ago
We loved our stay at the Simple Life. Everything was exactly as the listing pictured it. While the house is on the older and smaller side compared to many of the other rentals in Sandbridge, it has clearly been impeccably maintained. We enjoyed the pool and being just two blocks from the beach, which was uncrowded. My only minor complaint is that the bunk bed in the second bedroom wasn’t super comfortable and it was very squeaky, which wasn’t ideal since I was sharing it with my sleeping newborn, and my senior mom had some trouble getting up on the bed in the primary because it was so high off the ground. But that is seriously such a minor thing. The kitchen was well-equipped and we had plenty of towels and access to a washer/dryer, which we didn’t end up using. We had a really wonderful, relaxing time and my dad commented several times he wished we could have stayed another week!
Guest favorite
The beach cottage presents a two-story blue exterior, framed by white trim and features. An American flag is displayed prominently on a pole. The surrounding sandy landscape adds to the coastal ambiance, with a few outdoor chairs visible on the front porch.
Cottage in Norfolk
5 out of 5 average rating, 18 reviews

Beachfront Cottage

MarinaRating, 5 stars21 months ago
My husband and I spent a week at the beach cottage. The location is unbeatable, just steps to the beach. If you are not fond of the sand, you can sit in the porch and enjoy the view. You will not want to leave! The house was clean and exactly as pictured. Cecilio and his wife answered promptly all of my questions about places to eat and things to do. If you enjoy fishing, the Ocean View pier (longest in the State of Virginia) is just a half a mile walk from the house, or a short drive. You can rent fishing poles, buy bait, and feel like a local. You can also get some crab traps and get blue crabs. The pier has a restaurant with a nice view and a full bar. The beach right outside the house feels private. It is the perfect place to relax and enjoy a good book. If you like water activities, the cottage has plenty of beach gear, including paddle boarding, and kayaks. We wanted to relax and reconnect, and this place was the perfect spot for us. Highly recommended.
Guest favorite
Cottage in Williamsburg
4.7 out of 5 average rating, 37 reviews

Cottage in Williamsburg / Busch Gardens

SamRating, 5 stars1 month ago
Charming cottage at a family-owned, lovingly-crafted campground. It suited our needs perfectly. We traveled with our dog and all the other dogs on site were all on leashes and well-behaved. The staff was very helpful and we would definitely stay here again!
Top guest favorite
A charming front porch features two white rocking chairs positioned beside a wooden front door. The green exterior is complemented by blooming pink flowers and purple lavender planted along the brick foundation, creating a welcoming entrance.
Cottage in Cape Charles
5 out of 5 average rating, 22 reviews

Key Lime Cottage - Your Beachside Retreat

JessicaRating, 5 stars7 months ago
Such a great location - just a short walk from the beach. Front porch is a great place in the mornings and evenings. The dining room and living room fit our group well and we squeezed in the bedrooms (4 couples + 6 kids all 3 and under) but it was perfect since we spent most time outside anyways! Adam was super helpful and quick to respond when we needed a few items. Would definitely visit again!
A sandy beach scene stretches into the distance, framed by gentle dunes covered in light grass. A stairway descends toward the shoreline, with soft waves lapping at the shore under a cloudy sky.
Cottage in Norfolk
4.11 out of 5 average rating, 19 reviews

Pink Flamingo at the Beach - Beach Side, Wi-Fi

BrittanyRating, 5 stars7 months ago
We had a wonderful stay. It wasn’t a fancy place by any means lol but it got the job done! We enjoyed being right on the beach and all of the local restaurants near us. Would stay here again.

Private cottage rentals

Top guest favorite
Cottage in Surry
4.96 out of 5 average rating, 47 reviews

Riverfront Oasis | Kayaks, Private Beach, & More

MarissaRating, 5 stars1 month ago
We will definitely be coming back for a longer stay!! We loved the location (I mean bald eagles swooping over the water at sunrise kind of love) and our daughter loved exploring the beach with the shells. The house was just so thoughtfully stocked from the extra syrup to the little fire pit for the back. We felt right at home 🩷💚🩷💚
Superhost
A spacious dining area is highlighted by a wooden table surrounded by white chairs. Natural light pours in through large windows, illuminating the open-concept space that connects to a modern kitchen. A contemporary light fixture hangs above the table, enhancing the welcoming atmosphere.
Cottage in Norfolk
4.8 out of 5 average rating, 64 reviews

*Vintage Cottage on Creek Peaceful Private Sunsets

LibbyRating, 5 stars1 month ago
Leslie’s place was a nice roomy cottage on the lake! In a great location with a really pretty view out back-we went out every morning and evening to see the ducks and cranes! The house had everything we needed and the couches and beds were very comfy. Leslie was very responsive and gave us some great advice while we were there! We will probably stay again in the future!
Top guest favorite
An aerial view showcases the charming beachside neighborhood, exhibiting a blend of colorful homes and lush greenery. The coastline meets the water, revealing a spacious beach area. Nearby, a serene bay flows with gentle curves, emphasizing the peaceful setting of the location.
Cottage in Hampton
5 out of 5 average rating, 16 reviews

Cozy Cottage Smiley Palms

LeslieRating, 5 stars3 months ago
Beautiful home, next to a peaceful nature preserve. Thoughtful touches throughout the home to make your stay easier. Such a great retreat for our family and only about 15-20 minutes from 64, the Colliseum area!
Top guest favorite
A light-colored cottage is shown with a combination of large windows, allowing for ample natural light. Outdoor furniture in vibrant turquoise includes a table and chairs, positioned on a wooden deck. The surrounding area features grass and nearby structures, highlighting the coastal setting.
Cottage in Norfolk
4.98 out of 5 average rating, 84 reviews

Life on a Sandbar right on Chesapeake Bay

JoeRating, 5 stars6 months ago
We had a terrific time at Jimmy’s cottage on the beach. You are just steps away from the water and can settle in right there with beach chairs or walk for miles on a fine sandy beach. There is always a ship or two to watch. The cottage has everything you need and has a great layout for privacy with one bedroom and bathroom on opposite sides of the house. The cottage is clean, has everything you need for relaxation and if you want, cooking something up. There is outdoor seating, a table and chairs, a grill and a hammock to while away your time in the sunny afternoon. Jimmy is incredibly friendly and responsive to any issues or needs you may have. He even let us check in early the first morning as the cottage was available. The towels and linen are super comfy as are the beds. It’s a great place to unwind and relax. Terrific seafood at Willoughby by the Bay which is just down the road at the end of the Spit. It’s a dive but the food is five star. Jimmy’s cottage is wonderful!
Guest favorite
A quaint exterior view of the cottage is framed by lush greenery and blooming white flowers. A door with multiple glass panes opens into the cottage, while a small wooden bench sits nearby, offering a peaceful spot to enjoy the surrounding natural beauty.
Cottage in Surry
4.91 out of 5 average rating, 64 reviews

“Magnolia Cottage” on the River

StephenRating, 5 stars3 days ago
Really great and peaceful experience, nice get away for couples!
Superhost
Cottage in Virginia Beach
4.87 out of 5 average rating, 76 reviews

Vintage Beach Cottage by the Chesapeake Bay

VladimirRating, 5 stars7 months ago
Beautiful beach property, furnished in style, has all necessary things from kitchen appliances to kids entertainment. Felt right at home.
Top guest favorite
Cottage in Virginia Beach
4.96 out of 5 average rating, 340 reviews

At Sunset 2/Sandbridge Beach, VA

KimRating, 5 stars7 months ago
This was a great place. Clean, well equipped, comfortable and private. Andria was an excellent host and provided over and above. She met me at check in and explained everything. Also recommended restaurants. She was very accommodating with check in and check out. Highly recommend and I will go back again.
Top guest favorite
A light-filled living area features a spacious sectional sofa and a round coffee table. The neutral decor is complemented by a decorative anchor on the wall. A kitchen area is visible in the background, equipped with stainless steel appliances and modern bar stools.
Cottage in Cape Charles
4.98 out of 5 average rating, 88 reviews

The Little Jewel

JeanRating, 5 stars6 months ago
Our first visit to Cape Charles and we loved it. K’s house is in a lovely residential area, but very close to shops and restaurants and a 10 minute walk to a beautiful beach area. The house is simple but comfortable and has everything you need (no high chair or pack & play, but we brought our own). We loved sitting on the porch.

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