Vacation rentals with a pool in Middlesex County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Middlesex County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County rentals with a pool
House rentals with a pool
Home in White Stone
5.0 out of 5 average rating, 5 reviewsSharm El-Shack
Sep 3 – 10
Home in Lancaster
5.0 out of 5 average rating, 4 reviewsPrivate, Riverfront Retreat, with Huge Pool
Apr 20 – 27
Home in Lancaster
4.86 out of 5 average rating, 7 reviewsQuaint Cottage on Myer Creek
Mar 25 – Apr 1
Home in Cobbs Creek
5.0 out of 5 average rating, 38 reviewsGulway
Apr 16 – 23
Home in White Stone
5.0 out of 5 average rating, 11 reviewsWaterfront panoramic point w/ pool, perfect for tr
Sep 30 – Oct 7
Home in Deltaville
4.8 out of 5 average rating, 10 reviewsGet away to the heart of Deltaville!
Nov 29 – Dec 6
Home in Water View
4.69 out of 5 average rating, 16 reviewsWaterfront w Private Pool on Rappahannock River!
Oct 23 – 30
Home in Weems
"The Point"-Luxury-Waterfront-Pool-Dock-Fire pit-
Sep 26 – Oct 3
Condo rentals with a pool
Condo in Williamsburg
5.0 out of 5 average rating, 19 reviewsMinutes from shopping and theme parks sleeps 6!
Jul 17 – 24
Condo in Williamsburg
4.85 out of 5 average rating, 26 reviewsWilliamsburg Colonies Resort, 4BR, 4BA
Sep 17 – 24
Condo in Crisfield
4.88 out of 5 average rating, 52 reviewsCrisfield Condo with Spectacular Views
Oct 29 – Nov 5
Condo in Williamsburg
4.63 out of 5 average rating, 16 reviewsThe Colonies at Williamsburg: 2-BR, Sleeps 6
Nov 9 – 16
Condo in Crisfield
4.88 out of 5 average rating, 17 reviewsBeautiful Waterfront Condo w/ Community Pool!
Jun 19 – 26
Condo in Williamsburg
2Bdr Williamsburg Luxury Retreat Sleeps 6b
Jul 13 – 20
Condo in Williamsburg
The Colonies at Williamsburg
Aug 25 – Sep 1
Condo in Williamsburg
Beautiful 2- bedroom condo
Jun 16 – 23
Destinations to explore
- Rentals with pools United States
- Rentals with pools Washington
- Rentals with pools Virginia Beach
- Rentals with pools Virginia
- Rentals with pools Maryland
- Rentals with outdoor seating Middlesex County
- Rentals with a fire pit Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with a fireplace Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with a washer and dryer Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a patio Middlesex County
- Family-friendly rentals Middlesex County
- Monthly Rentals Middlesex County
- House rentals Middlesex County
- Rentals with beach access Middlesex County
- Beachfront rentals Middlesex County
- Cottage rentals Middlesex County
- Rentals with lake access Middlesex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom