Photo by Rachael Redford

Hotels with Pool & Resorts in Diggs from AU$153

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Diggs Hotels with Pool

Next weekend
In two weeks

Best Diggs Hotels with Pool

The Farm Overlook Treehouse At Blanchard Farm

Diggs
10.0 out of 10, Exceptional, (1)
The price is AU$177
includes taxes & fees
13 Dec - 14 Dec
The Farm Overlook Treehouse At Blanchard Farm

Yurt Campsite @ Blanchard Farm Site 2

Diggs
10.0 out of 10, Exceptional, (2)
"This is a fabulous yurt stay! 3 minute drive to the beach/ bay! Very nice just with a full farm! Great for kids! "
United States
Colleen C.
The price is AU$194
includes taxes & fees
9 Dec - 10 Dec
Yurt Campsite @ Blanchard Farm Site 2

Campsite #3 At Blanchard Farm

Diggs
The price is AU$69
includes taxes & fees
9 Dec - 10 Dec
Campsite #3 At Blanchard Farm

Yurt Campsite At Blanchard Farm

Diggs
The price is AU$161
includes taxes & fees
9 Dec - 10 Dec
Yurt Campsite At Blanchard Farm

Hampton Inn Gloucester

2.5 star property
Gloucester
9.2 out of 10, Wonderful, (731)
"Will stay again. "
United States
Jennifer
The price is AU$160
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Gloucester

Holiday Inn Express Gloucester by IHG

3.5 star property
Gloucester
7.2 out of 10, Good, (661)
"Clean room staff all good"
United States
George
The price is AU$153
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Gloucester by IHG

Dockside Inn

3.0 star property
Deltaville
9.4 out of 10, Exceptional, (44)
"Great stay"
United States
Cynthia
The price is AU$234
includes taxes & fees
9 Dec - 10 Dec
Dockside Inn

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Cape Charles
10.0 out of 10, Exceptional, (1)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
The price is AU$633
includes taxes & fees
8 Dec - 9 Dec
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Bay Creek Meets Historic Cape Charles! pool access!

Cape Charles
10.0 out of 10, Exceptional, (31)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
United States
Sarah M.
The price is AU$875
includes taxes & fees
7 Dec - 8 Dec
Bay Creek Meets Historic Cape Charles! pool access!

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

Cape Charles
10.0 out of 10, Exceptional, (26)
"Our family loved the house, location, and the wonderful town of Cape Charles. We will be coming back next year. "
United States
Todd E.
The price is AU$1,480
includes taxes & fees
7 Dec - 8 Dec
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Diggs Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Diggs?
The Farm Overlook Treehouse At Blanchard Farm: Features complimentary wireless Internet access and a communal pool. Blanchard Farm Camper Stay: Provides complimentary wireless Internet access and a communal pool. Yurt Campsite At Blanchard Farm: Features buffet, a seasonal outdoor pool and free self parking. Holiday Inn Express Gloucester by IHG: Offers a snack bar/deli, an indoor pool and buffet. Hampton Inn Gloucester: Offers a private beach, a seasonal outdoor pool and 2 restaurants.
What is there to see and do in Diggs?
The picturesque setting of Chesapeake Bay showcases the area's natural beauty. Discover sights such as Bethel Beach during your stay.
When is the best time to book a hotel with a pool in Diggs?
You may want to consider accommodation that offers an outdoor pool if you plan to visit Diggs in the hottest months of July, August or June, when the average temperature is 25°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or March, when the average temp is 7°C.