
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

Beach Cottage - On Beach with Wrap Around Porch
Loved the hardwood floors & outdoor space. The kayak was a bonus and the beach was steps from the cottage. I really appreciate that I could drop my bags and enjoy the Chesapeake Bay since I arrived so early. John is an excellent host. Will definitely stay here 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
John was an amazing host. I didn't have to reach out to him during our stay because he proactively provided us with everything we needed. The house was very comfortable and clean. We enjoyed the beach and the comfortable sitting areas on the property. My fiancé and I were in town for a wedding and John's spot did not disappoint. We had a rental car and found great restaurants and attractions nearby. We also door dashed a couple times. John had great recommendations in the house manual. We will definitely be back. Thanks John!
Pet-friendly cottage rentals

2 bedroom 1 bath Cozy Beachfront
Super cozy and peaceful! Exactly what we needed! The hosts were awesome. Looking forward to booking again in the summertime!

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!

Renovated, open concept, historic district, 3bedrm
We had a wonderful stay at the Starboard Cottage with friends, our kiddies and boxer 🐾 for a spring break getaway to Cape Charles! Beth is extremely friendly and responsive to any questions that may come up during your stay. The pictures do not do the property justice, as it is bigger in person. We loved the master bedroom shower, the picture gallery of the house pre-restoration, the beach chairs and toys provided, and well-stocked kitchen. Location is so great, as it is directly down the street from an access point to the beach and a less than 3-minute golf cart ride to the historic down town (make sure you don’t miss stopping into Dead Rise for their handmade seafood pasta 🦑🦀 or pizzas).

"The Simple Life" Sandbridge Beach, Canal front
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!

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!

Key Lime Cottage: Your Beachside Retreat
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!
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!

Colonial williamsburg house
Armando’s Williamsburg rental was perfect for my family. Great location…near colonial Williamsburg, Busch Gardens, and Jamestown settlement. Great space…a space where my family could recharge between our outings.

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!

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.

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.

James River Beach Retreat - Private Beach & Pier
Deena’s place was actually better than pictured. Such great decor—we loved the colors and the owls. Everything was set up perfectly, very comfortable and relaxing. Terrific to be right next to the ferry, as we spent most of our time exploring Jamestown, Yorktown. TV, wifi worked well. Having kayaks especially nice. Deena was extremely communicative and informative and a all around great host!
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