Vacation rentals with a pool in Gloucester County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gloucester County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Cobbs Creek

4.9 out of 5 average rating, 149 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

KimberlyRating, 5 stars2 weeks ago

The location is truly as beautiful as the photos show. So many special touches from decor to the spa like bathroom made the stay extra cozy. The house is extremely well stocked, especially the kitchen and the shed! We loved kayaking. Much more shallow than we anticipated which for us was perfect. The stars were visible while in the hot tub at night. We loved all the available spots to sit and relax. We used the fire pit to stay warm one morning while enjoying the sunrise with our coffee. We used the grill for dinner one night as well as dining out at the recommended local spots. The only minor inconveniences were not having screens on the sliding doors, running out of toilet paper (but the DG grocery is close) and the WiFi went out and Robert never responded to my texts. (I was able to locate and restart the router on my own.) All in all it was a wonderful spot for a quick getaway to unwind!

Guest favorite

Home in Cobbs Creek

4.98 out of 5 average rating, 152 reviews

Blue Heron WaterSide

JamesRating, 5 stars3 months ago

Absolutely beautiful overlook to the water from the entire rear of the house. Huge deck with plenty of seating and things to do. The inside is very spacious and had plenty of room for our group. We would visit again in the future without hesitation!

Superhost

Vacation home in Gloucester County

4.79 out of 5 average rating, 42 reviews

Waterfront 4 bedroom home with marina facilities

ElizabethRating, 5 stars6 months ago

This Airbnb was very convenient to Severn Yachting Center. We were able to work on our boat all day and enjoy being in a home at night. The area is beautiful and peaceful. Super safe area that is right on the water! Communication with owner was top notch! Highly recommend staying here!!!

Top guest favorite

Farm stay in Gloucester

5 out of 5 average rating, 28 reviews

Colonial Farmhouse on 14 serene acres w/ huge pool

KarenRating, 5 stars8 months ago

Highly recommend staying here. The property is beautiful and peaceful. We came down for williamsburg and busch gardens but there were days my kids did not want to leave the house. Babs is a wonderful host and had great recommendations. All instructions were clear and even if i had questions she responded quickly. The pictures dont do this house justice. It is even more beautiful and interesting in person. You get your own, peaceful space and are still close to so much to do.

Superhost

Guesthouse in Gloucester

4.93 out of 5 average rating, 98 reviews

Clay Bank River Front Cottage

HeathRating, 5 stars6 months ago

It's a modest older but clean house with a fantastic location that you would normally pay 2-3x more for. Being able to sit out on the dock in the morning or look at the stars with the sound of the water was pretty magical. The property was well taken care of and we had everything we needed. Home also had everything we needed to cook our own meals there.

Guest favorite

Cottage in Cardinal

4.95 out of 5 average rating, 123 reviews

Haddie James House - A Coastal Va AirBnB

JessicaRating, 5 stars2 weeks ago

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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Popular amenities for Gloucester County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favorite

Home in Deltaville

4.89 out of 5 average rating, 18 reviews

Get away to the heart of Deltaville!

AnnRating, 5 stars7 months ago

Such a beautiful place! The pool was fantastic!! The house is so much better than the pictures even are!!

Home in Williamsburg

5 out of 5 average rating, 5 reviews

Luxurious 3 Bedroom Estate

AnjelicaRating, 5 stars28 months ago

I have stayed at another property run by Tara and this experience was just as great. The set up is perfect for our family.

Home in Williamsburg

4.67 out of 5 average rating, 3 reviews

Our Home Away from Home

DavidRating, 5 stars16 months ago

My girlfriend and I had a great stay! Would highly recommend. Sue was very accommodating for any issues around the place and very easy to communicate with. Would love to stay again sometime!

Top guest favorite

Home in Hartfield

5 out of 5 average rating, 25 reviews

Maddie's Place

RichardRating, 5 stars1 week ago

Many thanks, very welcoming and comfortable stay!

Home in Williamsburg

5 out of 5 average rating, 3 reviews

Lovely 3 bed cottage sleeps 10

CathyRating, 5 stars9 months ago

The cottage was clean and uncluttered. It was very comfortable, from the table to the couch to the beds. It had all the amenities needed for a week-long stay. It was in a safe and friendly gated resort neighborhood. As a group of four adult women, we loved the four bathrooms (3 full, 1 half) and four comfortable beds.

Home in Gloucester

4.78 out of 5 average rating, 9 reviews

Squeaky Shores on the York River

MarcusRating, 5 stars9 months ago

Perfect location. The sunsets were absolutely beautiful. If we weren’t at Busch Garden or Water Town, we enjoyed the pool and did some fishing right from the back yard. We will definitely stay again when we are back in the area.

Home in Williamsburg

5 out of 5 average rating, 3 reviews

Parkside Williamsburg | 3BR Next to Busch Gardens!

BeckyRating, 5 stars16 months ago

Great location! Easy check in! Perfect for our family of 5. No issues!

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Condo rentals with a pool

Superhost

Condo in Williamsburg

4.73 out of 5 average rating, 26 reviews

Wyndham Governors Green Resort- 2 bdrm -2 nt min

RosemaryRating, 5 stars4 months ago

Great place in a great location. We loved having our own space with two bedrooms and a full kitchen only a short drive from Colonial Williamsburg.

Guest favorite

Condo in Williamsburg

5 out of 5 average rating, 8 reviews

Wyndham Patriots' Place one bedroom

AdamRating, 5 stars10 months ago

This place was in a great home base for our day trips to Williamsburg, Jamestown, and Yorktown. It was surprisingly roomy, with ample space in the living room, dining room and bedroom. The two sinks and two showers were a nice feature. We were warned that the Wyndham employees would try to get us to go to a timeshare pitch, and they did during check-in and again by phone the next day, but we told them we weren't interested and they didn't bother us. All in all, we were pleased with our stay.