
Cottage vacation rentals in Hampton Roads
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Top-rated cottage rentals in Hampton Roads
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Popular amenities for Hampton Roads cottage rentals
Cottage rentals with a hot tub

The Cottage @ Captain Genes - Secluded Waterfront
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.

Waterfront Gloucester Cottage w/ Private Boat Dock
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!

Beach Cottage - On Beach with Wrap Around Porch
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.

Beach Cottage-Bay Views Loft on Beach & Veranda
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.

Poseidon - Beach Carriage House - 120 Years Old
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!

3 BR Bay Home w Private Dock & all the Amenities
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

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

Private Cottage on Horse Farm in Williamsburg!
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!

Cottage in the Heart of Virginia Beach
was a great place for the family. close enough to beach to walk. comfortable house and had everything we needed.

Beachfront Cottage
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.

Cottage in Williamsburg / Busch Gardens
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!

Restored 1920's Cottage on 1 Acre w/ Fire Pit
Absolutely beautiful little piece of history. If you remember going to Grandparents farm house to visit, this place is perfect for those who are sentimental and love all things old. The floors, the squeaky screen doors, the beautiful wall decor, the views- all add to how extraordinary this place is. Home was super vlean and very well maintained- perfect for our high-energy Aussie to run, and quiet for us to just relax. The host is extremely responsive and made sure our stay felt warm & welcoming. The appliances are great, and the wifi strength excellent- there's no TV and only one mirror in the bathroom- so if needing those 2 things, bring your own. We didn't, so no an issue. Love this beautiful lil house and highly recommend!!

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

Dog friendly, large fenced yard! 1st Floor Bedroom
Our stay with family was a blast! We had beautiful weather for our stay and the front porch was our favorite for hanging out! And the fireplace was nice and cozy on the cooler mornings. The location is so convenient for walking downtown to restaurants and shops. Thanks for sharing your little piece of paradise!
Private cottage rentals

Riverfront Oasis | Kayaks, Private Beach, & More
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 🩷💚🩷💚

*Vintage Cottage on Creek Peaceful Private Sunsets
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!

Cozy Cottage Smiley Palms
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!

Life on a Sandbar right on Chesapeake Bay
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!

“Magnolia Cottage” on the River
Really great and peaceful experience, nice get away for couples!

Vintage Beach Cottage by the Chesapeake Bay
Beautiful beach property, furnished in style, has all necessary things from kitchen appliances to kids entertainment. Felt right at home.

At Sunset 2/Sandbridge Beach, VA
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.

The Little Jewel
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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