Holiday rentals with a pool in Mathews County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Mathews County rentals with a pool

House rentals with a pool

Superhost
Home in Lancaster
4.67 out of 5 average rating, 21 reviews

Great Family Vacay! Dock, pool, fire pit, hot tub

KateRating, 5 stars1 month ago
Our family and friends had a lovely time in Cynthia's home. The setting is very pretty, the dock was a great place to fish and crab from and the beach offers another great hangout spot. The added bonus is that her home is just a 10-minute walk to a cute little restaurant in a marina with great oysters and cocktails.
Superhost
Home in Newport News
5 out of 5 average rating, 3 reviews

Gorgeous Modern Family Home

MikiasRating, 5 stars10 months ago
Great stay for one night! Host was really helpful.
Guest favourite
Home in Cape Charles
4.9 out of 5 average rating, 10 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

ThomasRating, 5 stars2 weeks ago
Nate was very responsive from booking , all the way through our stay. He was very flexible due to our circumstances and juggling vacation with 2 young children and 2 labradors. I would recommend this home to anyone with a family or pets as it offers the interior space that cape Charles historic homes lack while maintaining the same proximity to the town’s attractions.
Top guest favourite
Home in White Stone
5 out of 5 average rating, 7 reviews

Waterfront Getaway w/ Pool, Firepit, Kayaks, Dock

RobertRating, 5 stars1 week ago
The house was in immaculate shape with all the necessities provided, all furnishings/appliances were new and the beds were comfortable. The pool and view was outstanding. Three different cooling zones kept the house cool. The dock was really nice. The pool was really large and very nice. What we liked: My daughter said she really liked the big dining room eating and looking out at the pool and the water. One son said hes bringing the boat next time. Another son said the bay location was exceptional. The son in law said the dock was awesome and he could have spent all the time there. My two daughter in laws and Wife said the interior was so comfortable and the pool was great. I like it all, the house was the nicest rental house I have stayed in over the last 40 yrs, the furnishings, the beds, pool and the Dock made it a wonderful place to stay. It was obvious to me that the owners truly care about their rental and they want you to have a nice stay. This is a really nice!
Top guest favourite
Home in Hartfield
5 out of 5 average rating, 33 reviews

Maddie's Place

DaianaRating, 5 starstoday
We really enjoyed our stay at Maddie's place. Lori was a responsive & attentive host, provided detailed information & instructions, and made us feel well taken care of. Maddie's place was clean, comfortable, and had everything we needed. Also, it is close to several major attractions in the area and local beaches. If you are looking for a place to disconnect & relax, Maddie's place is ideal. We would definitely stay here again!
Superhost
Home in Cape Charles
4.88 out of 5 average rating, 26 reviews

Sunshine Baydream Cape Charles

LorrieRating, 5 stars2 months ago
We were in town for our son’s wedding and enjoyed our stay very much. Jason responded quickly to the few questions we had. We would definitely stay again.
Home in Cape Charles
5 out of 5 average rating, 24 reviews

East of the Sun Victorian - Private Pool

KyraRating, 5 stars34 months ago
We love East of the Sun! It’s well-appointed to create a better vacation experience - great linens, well-stocked kitchen (that you can actually cook in!), and that amazing plunge pool. Our adult kids flip a coin for the guest cottage and its bonus privacy. Cynthia and Tucker are always just a text away, and they know all the ins and outs of Cape Charles to make the visit special. After many weekend trips to town, we found this lovely home as it debuted early during the pandemic - and this was our third summer for a weeks stay since then. We love this home - it’s so much more than a house.
Superhost
Home in Cape Charles
4.93 out of 5 average rating, 81 reviews

Bay Creek (Pool!) Meets Historic Cape Charles!

MarinaRating, 5 stars1 month ago
My family had the pleasure of renting this wonderful home, and I must say it exceeded all our expectations. The location was ideal, with both private and public beach access a short drive away. This home is located on a peaceful street, allowing for a good night’s rest. The house itself was clean, spacious, and comfortable, with a warm and inviting atmosphere that made it feel like a second home. The attention to detail in terms of amenities and extras was impressive. What truly made our experience stand out was the exceptional communication and hospitality provided by the host. Their instructions were clear, concise, and extremely helpful, making it easy for us to settle in and make the most of our short stay. Cape Charles is a charming town, with its quaint shops, restaurants, and theater all conveniently located on Mason Avenue, making it easy to explore and find everything we needed. Thank you Chris and Clare for sharing your home! Rating: 10/10 would rent again!

Apartment rentals with a pool

Apartment in Cape Charles
4.67 out of 5 average rating, 3 reviews

Rendezvous at the Bay

KellyRating, 5 stars1 month ago
We had a wonderful stay here! The condo was clean and well appointed, and the location couldn’t be beat! Carol was very responsive and helpful as well. We will be back for sure!
Apartment in Williamsburg
4.54 out of 5 average rating, 13 reviews

Williamsburg Condo Rental: 3 Mi to Busch Gardens!

SusanRating, 5 stars2 months ago
We were visiting on a family vacation and found this to be very accommodating in every way. It really worked for us and would stay again!
Apartment in Williamsburg
4.79 out of 5 average rating, 14 reviews

King's Creek Plantation: 3-BR, Sleep 10, 2 Kitchen

JCRating, 5 stars6 months ago
Igor’s place was excellent! The space was clean, in a fantastic location, and exactly as described in the listing. Everything went smoothly, and we had a wonderful stay. Highly recommend!
Guest favourite
Apartment in Williamsburg
4.94 out of 5 average rating, 71 reviews

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

AnthonyRating, 5 stars3 weeks ago
Spacious 2 bed/2 bath combo on a golf course in the Kingsmill Resort. Place is exactly as it looks in the photos posted and furniture was comfortable. Easy parking as well. I would definitely stay here again.
Top guest favourite
Apartment in Cape Charles
4.96 out of 5 average rating, 27 reviews

Bay Creek Blessed at The Fairways

KathrynRating, 5 stars1 month ago
Book this condo! It was the cleanest AirBnB I’ve ever rented but was still warm and comfortable. You can tell the condo is well taken care of. The neighborhood was charming. The pool was closed but the beach within the community was nearby and quiet. We were a short drive from Cape Charles town center and parking was a breeze. The host was incredibly accommodating; her restaurant recommendations were spot on. I wish we could’ve stayed longer!
Superhost
Apartment in Williamsburg
4.8 out of 5 average rating, 30 reviews

Timeshare Resort condo- 1 bdrm

JoshuaRating, 5 stars1 week ago
Great place and location and Brooke was amazing. Absolutely would recommend.
Superhost
Apartment in Williamsburg
5 out of 5 average rating, 3 reviews

Williamsburg VA, Patrick Henry Square- 2 Bd - BG

BrianRating, 5 stars24 months ago
Very nice area in the town of Colonial Williamsburg! Good communication, clean place, and plenty to do within walking distance.
Guest favourite
Apartment in Williamsburg
4.97 out of 5 average rating, 33 reviews

Cozy 2BR Condo in Williamsburg

MelissaRating, 5 stars5 days ago
What a beautiful place! Nicole and Mark had little touches to make you feel right at home. The place is close to everything we were doing, has gorgeous grounds and it was clean, clean, clean. We will definitely stay here again!

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