
Vacation rentals with a pool in Kilmarnock
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kilmarnock
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Kilmarnock rentals with a pool
House rentals with a pool
Guest favorite

Home in Montross
4.99 out of 5 average rating, 95 reviewsWaterfront+Kayaks l Beach+Pool l Gameroom+Firepit
LillianRating, 5 stars1 week ago
Our family had a great time at Connie’s! The kids had loads to do in the game room and we all enjoyed the scenic views and relaxing environment. Bathrooms were also super clean. The refrigerator is enormous and was helpful because there aren’t too many food places around so we cooked a lot. Connie was responsive and friendly. We would recommend her place!
Top guest favorite

Home in Montross
4.98 out of 5 average rating, 41 reviewsGame-Themed Waterfront Fun! Dock-Boats-King Suite
NiyaRating, 5 stars3 weeks ago
I stayed here with my three kids for a little getaway, and we had the best time. The place was super clean and spacious, and the modern decor and finishes were clearly chosen with care—it just felt really good to be there. The game rooms were such a fun touch, each with its own theme, and the kids were obsessed! One of our favorite parts was the scavenger hunt—it was such a fun and unexpected surprise, and it gave us a memory we’ll definitely hold onto. The host was incredibly kind, polite, and respectful. Overall, it was just a great experience and a really special trip with my kids.
Superhost

Home in Lottsburg
4.96 out of 5 average rating, 69 reviewsHeron Harbor
DianaRating, 5 stars32 months ago
All I can say is WOW! We were blown away at the beauty of the home AND the view! Relaxing and peaceful. The pool was to die for and Kathleen was one of the best hosts I’ve ever had in all our air bnb travel!!! Will definitely return AND will check out her other properties in the future. Thank you to Kathleen and her staff/team!!
Guest favorite

Home in Montross
4.97 out of 5 average rating, 87 reviewsWaterfront Gem: Dock, Hot Tub, Beach, Pool, Kayaks
NoraRating, 5 stars3 months ago
Andrea was extremely proactive and responsive to our questions, even reaching out ahead of time to make sure we were aware of work being done and arranged for late check-out, a huge help for our group. The local recommendations were really appreciated, and it's such a beautiful location along the water.
Top guest favorite

Home in Montross
5 out of 5 average rating, 8 reviewsThe Sandcastle. Elevator, house holds 24 guests
KristiannaRating, 5 stars3 weeks ago
Franks house was absolutely lovely and we had a fabulous time! Thanks Frank!
Top guest favorite

Home in Montross
5 out of 5 average rating, 13 reviewsWater View Cozy Getaway- beach/Kayak/fishing/pool
SharenRating, 5 stars6 months ago
it was right across the street from the beach. It was a great time. Easy to walk to the beach. Kite flying was fun. Great place for your family.
Superhost

Home in Drayden
5 out of 5 average rating, 4 reviewsCarthagena's Rest
RachelRating, 5 stars8 months ago
Beautiful location on the water, relaxing and left refreshed! My son and I really enjoyed our stay at Daniel’s.
Top guest favorite

Home in Gloucester
5 out of 5 average rating, 12 reviewsSerenity Farm Equestrian Retreat in Historic VA
ZackRating, 5 stars6 months ago
Stayed with 4 friends for a wedding and we absolutely loved the place. Also, if you like horses this is the spot for you. Billy was very timely with communication which I really appreciated. 5/5 stars.
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