
Cottage holiday rentals in Gloucester County
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Top-rated cottage rentals in Gloucester County
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Popular amenities for cottage rentals in Gloucester County
Cottage rentals with a hot tub

Private point on the Bay🌤hammock, hot tub, kayaks❤️
We loved out time at this Bayside home. My boys spent outside upon hours at the little private beach, where the water doesn't really get deep for quite a ways and the waves were never very rough. it was perfect for them. we all enjoyed the hot tub, kayaks, comfortable beds. My personal favorite was the hammock right by the water, listening to nothing but the waves and the calls of the ospreys that made the area their home. Forget the overly built up touristy areas and give this place a try. You will not regret it.

Jul 12-19 $1155 3-bedroom Williamsburg
We loved our stay! The week flew by. Great location.

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.

Bay cottage 🏖on the beach. Stunning views🏝
We LOVED our stay! The screened porch overlooking the beach was so peaceful and our favorite place to be in the evening. The house was lovely, well cared for, very clean, and very tastefully decorated. The welcome book provided everything you needed to know about the house and surrounding area. We will be back again!

Waterfront Gloucester Cottage w/ Private Boat Dock
We had a great time staying here! Clean, modern, fully stocked home just as described in the listing and photos. The sunsets over the water are indescribable. Relaxing hot tub, wonderful outdoor space, lovely campfires, and comfortable bed and bath rooms made our trip stress free and extremely enjoyable. We barely left the property - we felt right at home. Our point of contact host, Ana, was very responsive and communicative. Would definitely recommend! Look forward to booking again in the future! Thank you for a vibey holiday weekend!

Beach Cottage - On Beach with Wrap Around Porch
We loved staying here! The location was great and it was roomy. Super close to the beach, great outdoor amenities, and a nice porch. Host was quick to respond. We pretty much had the beach to ourselves, it was like a private getaway! There were a few cons: very noisy upstairs guests (I know this can’t be helped, but it was bad,) the parking spaces were EXTREMELY tight and one of the guests kept parking in 2 spaces instead of one. There was a narrow gravel driveway offered, but if someone parked behind you then you couldn’t leave. The WiFi wasn’t strong enough to watch tv, we had to keep pausing it so it would load a little. All in all it was a great deal and would definitely stay here again!

Beach Cottage-Bay Views Loft on Beach & Veranda
Enjoyed the stay. Comfy beds with wonderful cotton linens. Cute interior. Nice, quiet off season experience. John’s recommendations for smaller local favorite restaurants were good choices. Nearby recreation centers offer day passes and lots of indoor activities for cold or rainy days. Just right for our family trip. Highly recommend.

Kings Creek Plantation - Williamsburg - Cottage
This place is amazing.... We had an awesome family vacation!!
Pet-friendly cottage rentals

The Crab Shack
My husband and I loved our stay at the Crab Shack! It was convenient for our weekend plans and we loved having direct water/dock access.

Comfy three bedroom cottage - easy beach access
Beautiful cottage, well stocked. They thought of everything. Very clean. Great location to beach, sightseeing and restaurants!

Modern 2 Bdrm Cottage in Historic River Community
Perfect getaway for rest, relaxation and fun! Kayaks were fun, too breezy and chilly waters for paddle boarding, maybe next time! Beautiful location! Clean and comfortable, felt like home!

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!

Cottage on Prentice Creek, PA
We had a wonderful stay at this lovely home. The home was extremely well- equipped and very comfortable. The property is very private, and the grounds are beautiful. We had our dog with us, and we all enjoyed the outdoor spaces. The kitchen has everything you could think of, the beds were comfortable, and the master suite with screen porch was a wonderful place for morning coffee. Highly recommend!

Dog friendly, large fenced yard! 1st Floor Bedroom
Isn't it wonderful when things not only work out but exceed expectations?! This sweet house is homey and comfortable. Erika has thought of everything! The entire house is fully equipped and stocked with essentials. The beds with quality linens & pillows are luxurious. The completely fenced large back yard is perfect for doggies. The location is walkable to the beach, shops & restaurants. A quaint park is nearby as well. Tasty snacks upon arrival were appreciated! There's really no need to look further for your Cape Charles getaway!

Creeks End Farmhouse
If you are looking for a peaceful place to relax and enjoy the water and nature this is it. The house had a spacious living room and dining room and the kitchen was fully loaded. We loved having morning coffee on the back deck and an evening glass of wine on the screened in front porch. Enjoyed seeing all the herons on the water. Kilmarnock was only minutes away for shopping and dining. Overall great weekend.

Sunset Haven
This is our second time staying at Sunset Haven— appropriately named. Gorgeous sunsets and weather was perfect. Great and considerate communication with Terri. House was pristine and had every thing you could need. We will be back! Thank you Terri!
Private cottage rentals

Locklies Innlet, A unique waterfront experience!
What a perfect cottage! Beautifully (but comfortably) furnished, right on the water, incredibly well-stocked. Arranged so families can spread out, or gather together. Everything you could possibly require or desire for a vacation or getaway was there. And the area is full of things to do--walks, birdwatching, antiquing, or, if you're an architecture geek like me, historic sites and buildings. You're also a 3-minute walk from the best restaurant on the Northern Neck, Merroir Tasting Room. Can't wait to come back.

The Little House at Waveland
Always enjoy spending time at Little Waveland spending time with family and friends. Carla and Diana are great hosts!

White Heron Cottage
We loved our stay at Ashley’s home. The home was beautiful and gave us plenty of space to relax.

"Bee Haven" Cottage Retreat
I had a great stay! The space was quiet, and very clean—perfect for relaxing. It was also pet-friendly, which was a big plus. The host was friendly and communicative, making everything easy from check-in to check-out. Would definitely stay again!

Sarah's Creek Starlight
We were met at the cottage by the host. We immediately got recommendations for places to go to fish with the children. The views of the water are spectacular. The cottage itself is like something out of a magazine. The wildlife viewing was amazing as well. We even got the added bonus of getting some fishing tips from James on the morning of our checkout.

Historic Ware River Cottage at Glebefield
Incredible stay on a beautiful property. It’s quiet, private, VERY well maintained and just awesome. I truly hope to stay at this location again in the future because it was that great! You can tell the history in the cottage yet it’s updated and cozy. Also I’ve NEVER stayed at a location so clean!!!! From the cottage itself to the grounds, everything was very well taken care of.

Old Log Cabin School House w/10 acres on the Bay
This old log cabin school house, this was one of the most amazing experiences our family has ever had in an Airbnb. The history in this home is something like I’ve never witnessed before in my life. You can feel the love that has been poured into this unique stay. It felt like home with endless bonuses found throughout the home, carriage house and property. Richard was an incredible host and this was by far the most personable experience we have ever had in all our years using Airbnb. You can feel the peacefulness this place offers from the moment you turn onto the driveway. The sunsets are breathtaking and we saw deer, turkey and a ton of other wildlife daily. One night right after sunset my husband caught a 24” speckled trout! Our four children, ages 12, 9, 4 and 1, all had a blast. We brought a baby gate for the living room/kitchen doorways and it was perfect! Downtown Mathews is adorable and we loved the visitor center. Definitely check this place out if you have the opportunity ?

Haddie James House - A Coastal Va AirBnB
Absolutely loved staying at this adorable cottage! It was a really cozy place to relax when we weren’t working on our boat at nearby Zimmerman’s marine. Especially enjoyed the fun decor and the gorgeous blooming camellia outside the bedroom window. My husband loved the big shower! Wish the weather had been better so we might have been able to use the dock and kayaks. Hosts are super responsive and friendly. Would definitely stay here again!
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Bethel Beach
- Buckroe Beach
- First Landing State Park
- Kingsmill Resort
- Water Country USA
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Sarah Constant Beach Park
- Wilkins Beach
- Haven Beach
- Norfolk Botanical Garden
- Grove Beach
- Golden Horseshoe Golf Club
- Royal New Kent Golf Club
- Little Creek Beach
- Outlook Beach
- Cape Charles Beachfront
- Chrysler Museum of Art
- Kiptopeke Beach