![](https://a0.muscache.com/im/pictures/81dca5d6-5a86-49bc-8eca-4a8610a07d27.jpg)
Vacation rentals with a pool in Chesapeake Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chesapeake Beach
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 Chesapeake Beach rentals with a pool
House rentals with a pool
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MjgwNzk3NDU%3D/original/6eac7425-7d29-4b56-8b15-86e797aea1b4.jpeg?im_w=720)
Home in Norfolk
4.76 out of 5 average rating, 121 reviewsBEACH/ POOL HOUS, 1 min walk to the beach Norfolk
![](https://a0.muscache.com/im/pictures/airflow/Hosting-868232333340476558/original/923e855d-68de-4967-84e2-4659c92db89d.jpg?im_w=720)
Home in Virginia Beach
5 out of 5 average rating, 13 reviewsCoconut Cottage-Sleeps 2,Pool,Beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-857468741390283597/original/b827d480-581c-4ce6-8050-1fad3d8ec931.jpeg?im_w=720)
Home in Virginia Beach
4.98 out of 5 average rating, 46 reviewsCondo with pool & beach access!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1102950367357887095/original/bd770a98-bdc0-401e-a325-6e9f3839ad20.jpeg?im_w=720)
Home in Virginia Beach
4.95 out of 5 average rating, 19 reviewsDesigner 7BR w/ Pool and Hot Tub. Pets welcome!
![](https://a0.muscache.com/im/pictures/miso/Hosting-821030819079746307/original/4f85d06d-6238-4fc3-bc92-ca598ce3e763.jpeg?im_w=720)
Home in Norfolk
4.94 out of 5 average rating, 71 reviewsGorgeous Vacation House
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-50054279/original/47540965-d2e1-4fb2-9b6c-528e315a844c.jpeg?im_w=720)
Home in Virginia Beach
5 out of 5 average rating, 46 reviewsBayside beauty/ EV Charger /pool/hot tub/huge yard
![](https://a0.muscache.com/im/pictures/miso/Hosting-663081555407478435/original/06f55713-5d50-41bd-b4b6-c4d10a194f90.jpeg?im_w=720)
Home in Virginia Beach
4.91 out of 5 average rating, 35 reviewsSilver Strand-Renovated 2022, Sandbridge/Bayfront
![](https://a0.muscache.com/im/pictures/miso/Hosting-932127757574682599/original/c9e2f678-eb50-485d-a039-efb8edd550a1.jpeg?im_w=720)
Home in Virginia Beach
4.95 out of 5 average rating, 20 reviews4BR House w 2 King BEDS,2 kitchens, POOL & SAUNA
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-53664843/original/d9b2690e-8735-468c-9314-cf74023d977e.jpeg?im_w=720)
Condo in Virginia Beach
4.81 out of 5 average rating, 32 reviewsLovely Beachfront 3-Bedroom Condo
![](https://a0.muscache.com/im/pictures/miso/Hosting-581308499861195188/original/e275a73b-bd25-42b3-a37c-f256664d3e7d.jpeg?im_w=720)
Condo in Virginia Beach
4.88 out of 5 average rating, 43 reviewsOcean front best beach, boardwalk, dolphins!
![](https://a0.muscache.com/im/pictures/miso/Hosting-43452480/original/2b37c5b4-f7ff-4e0b-9b27-6d2c24b8e158.jpeg?im_w=720)
Condo in Virginia Beach
4.93 out of 5 average rating, 74 reviewsOceanfront/Boardwalk Complex, Beach, Pool, Balcony
![](https://a0.muscache.com/im/pictures/019119ce-c5bb-4d6d-8073-098b9156a7fd.jpg?im_w=720)
Condo in Virginia Beach
4.83 out of 5 average rating, 52 reviewsSeas The Day of Virginia Beach
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1020957770830241596/original/814d6b60-ae65-4532-80b8-78ac4349328e.jpeg?im_w=720)
Condo in Virginia Beach
5 out of 5 average rating, 9 reviewsSojourn Southern Dunes Sleeps 6
![](https://a0.muscache.com/im/pictures/miso/Hosting-643700887205009489/original/72c0857e-fbeb-4d7e-9e54-d68a7e0c03ba.jpeg?im_w=720)
Condo in Virginia Beach
4.91 out of 5 average rating, 46 reviewsVA Beach Retreat! Quiet and perfect for families!
![](https://a0.muscache.com/im/pictures/fb2031dc-82e2-40b9-a54b-672064092f91.jpg?im_w=720)
Condo in Virginia Beach
4.86 out of 5 average rating, 76 reviewsGood Vibes at the Beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-643390960052398357/original/448c2e29-0cf3-4221-b237-2d902d47df55.jpeg?im_w=720)
Condo in Virginia Beach
4.85 out of 5 average rating, 26 reviewsCoastal Beach condo with indoor pool and a view
Destinations to explore
- Outer Banks Vacation rentals
- Virginia Beach Vacation rentals
- Richmond Vacation rentals
- Norfolk Vacation rentals
- Williamsburg Vacation rentals
- Nags Head Vacation rentals
- Myrtle Beach Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- Rentals with pools United States
- Rentals with pools Outer Banks
- Rentals with pools Virginia Beach
- Rentals with pools Virginia Beach
- Rentals with pools Virginia
- Rentals with pools Richmond
- Rentals with a fireplace Chesapeake Beach
- House rentals Chesapeake Beach
- Rentals with a washer and dryer Chesapeake Beach
- Rentals with a patio Chesapeake Beach
- Monthly Rentals Chesapeake Beach
- Rentals with beach access Chesapeake Beach
- Rentals with outdoor seating Chesapeake Beach
- Pet-friendly rentals Chesapeake Beach
- Kid-friendly rentals Chesapeake Beach
- Fitness-friendly rentals Chesapeake Beach
- Family-friendly rentals Chesapeake Beach
- Beachfront rentals Chesapeake Beach
- Hotel rentals Chesapeake Beach
- 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