Hotels with a Pool in Brewster

October 2026
November 2026

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Oct 2 - Oct 4
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Oct 9 - Oct 11

Hotels with a Pool in Brewster

1. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
  • 3 outdoor pools
  • 2 indoor pools
  • 3 poolside bars
  • Children's pool
  • On private beach
  • Hot tub
$152
$220 total
includes taxes & fees
Oct 4 - Oct 5
The Villages at Ocean Edge

2. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
  • Pool loungers
  • Near private beach
  • Full-service spa
$200
$229 total
includes taxes & fees
Oct 4 - Oct 5
Charm on Main by Ocean Edge

3. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
  • 3 outdoor pools
  • 2 indoor pools
  • 3 poolside bars
  • Pool loungers
  • On private beach
  • Hot tub
$195
$280 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge

4. Brewster Green Resort

Brewster Green Resort
Brewster
  • Outdoor pool
  • Indoor pool
  • Children's pool
  • Hot tub
$249
$285 total
includes taxes & fees
Oct 4 - Oct 5
Brewster Green Resort

5. Brewster by the Sea Inn

Brewster by the Sea Inn
West Brewster
  • Outdoor pool
  • Near the beach
$334
$382 total
includes taxes & fees
Oct 7 - Oct 8
Brewster by the Sea Inn

6. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
  • Pool loungers
  • Near the beach
$99
$113 total
includes taxes & fees
Oct 5 - Oct 6
Olde Tavern Motel And Inn

7. Skaket Beach Motel

Skaket Beach Motel
Orleans
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities
$130
$149 total
includes taxes & fees
Oct 12 - Oct 13
Skaket Beach Motel

8. Blue Rock Resort

Blue Rock Resort
South Yarmouth
  • Pool loungers
  • On private beach
$109
$126 total
includes taxes & fees
Sep 29 - Sep 30
Blue Rock Resort

9. Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod
Eastham
  • Outdoor pool
  • Pool loungers
  • Near the beach
$119
$136 total
includes taxes & fees
Oct 4 - Oct 5
Eagle Wing Inn - Cape Cod

10. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
  • Pool loungers
  • Near the beach
$98
$112 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Hill Inn & Suites

11. The Escape Inn

The Escape Inn
Bass River
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
$94
$107 total
includes taxes & fees
Oct 4 - Oct 5
The Escape Inn

12. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
Orleans
  • Near the beach
$104
$120 total
includes taxes & fees
Oct 1 - Oct 2
Rodeway Inn Orleans - Cape Cod

13. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
  • Outdoor pool
  • Near the beach
$98
$112 total
includes taxes & fees
Sep 29 - Sep 30
Dennis Port Surf Club (Boutique Hotel)

14. A Beach Breeze Inn

A Beach Breeze Inn
West Harwich
  • Pool loungers
  • Near the beach
$129
$148 total
includes taxes & fees
Oct 12 - Oct 13
A Beach Breeze Inn

15. Love Farms Lodge

Love Farms Lodge
West Dennis
  • Pool loungers
$122
$150 total
includes taxes & fees
Sep 28 - Sep 29
Love Farms Lodge

16. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Near the beach
$220
$252 total
includes taxes & fees
Oct 7 - Oct 8
Chatham Seafarer Inn

17. Sesuit Harbor House

Sesuit Harbor House
Dennis
  • Children's pool
  • Near the beach
$268
$307 total
includes taxes & fees
Oct 1 - Oct 2
Sesuit Harbor House

18. GuestLodge

GuestLodge
West Dennis
  • Outdoor pool
  • Near the beach
$72
$83 total
includes taxes & fees
Oct 1 - Oct 2
GuestLodge

19. All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
Bass River
  • Indoor pool
  • Pool loungers
  • Hot tub
$99
$125 total
includes taxes & fees
Oct 12 - Oct 13
All Seasons Resort, Trademark Collection by Wyndham

20. Pleasant Bay Village Resort

Pleasant Bay Village Resort
Chatham
  • Outdoor pool
  • Hot tub
$242
$276 total
includes taxes & fees
Sep 28 - Sep 29
Pleasant Bay Village Resort
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Discover your perfect hotel with a pool in Brewster

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Top neighborhoods in Brewster

West Brewster

The West Brewster neighborhood offers attractions such as Cape Cod Museum of Natural History and Cape Cod Beaches.

Sea Pines

Brewster's Sea Pines neighborhood offers attractions including Cape Cod Beaches.

Top landmarks in Brewster

A large, turquoise lake surrounded by dense forests and a sandy beach.

Nickerson State Park

8.6/10 (47 reviews)
Nickerson State Park is 2.9 mi (4.7 km) from central Brewster, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?
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A beach with wooden stairs leading down to the shore, a yellow raft on the sand, and a grassy area near the water.

Breakwater Beach

8.8/10 (70 reviews)
If being by the water is a major draw, Breakwater Beach is a spot you might want to check out, located 0.6 mi (1 km) from central Brewster. Catch the sunset by the shore at Robbins Hill Beach, just a short walk away.
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A building with a '60th Anniversary' banner, a sign for 'Wildflower Gardens', and a map sign.

Cape Cod Museum of Natural History

8.8/10 (110 reviews)
Cape Cod Museum of Natural History is just one of the attractions in West Brewster, Brewster so you might want to stop by during your trip. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. If you want to experience more of the culture Brewster has to offer, head to Paine's Creek Beach, Breakwater Beach, and Ocean Edge Golf Club.
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A beach at sunset with birds on the sand and a cloudy sky.

Paine's Creek Beach

If want to top up your tan, you might want to head out to Paine's Creek Beach, located 1.6 mi (2.6 km) from central Brewster. Enjoy the sunset by the shore at Breakwater Beach, Corporation Beach, and Crosby Landing Beach.
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Rail Trail Bike Shop

10.0/10 (3 reviews)
Travelers who enjoy the great outdoors might want to go to Rail Trail Bike Shop, located 0.9 mi (1.4 km) from central Brewster. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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Captains Golf Course

8.6/10 (19 reviews)
You might want to practice your swing at Captains Golf Course, a golf course located 3.7 mi (6 km) from central Brewster. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. If Captains Golf Course doesn't quite scratch your golfing itch, Ocean Edge Golf Club, and Cranberry Valley Golf Course are also nearby.
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Crosby Landing Beach

8.6/10 (14 reviews)
If want to top up your tan, you might want to head out to Crosby Landing Beach, located 3 mi (4.9 km) from central Brewster. Catch the sunset by the shore at Linnell Landing Beach, just a short walk away.
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About the destination

There's a lot visitors like about Brewster, especially its beaches and seafood. Enjoy outdoor activities like biking and hiking. Nature lovers can visit Cape Cod Beaches and Seymour Pond. There's plenty more to see, including sights like Breakwater Beach and Ocean Edge Golf Club.