A wooden building with a sloped roof, stone benches, and statues.

Hotels with Swimming Pool in Brewster, Massachusetts

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Check availability on Brewster Hotels with Swimming Pool

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Brewster hotels with a pool

Outdoor pool
Golf
Restaurant
Beach

1. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
  • Dive into paradise with 7 amazing pools, each offering a different vibe for every vacation mood.
P9,536
P13,737 total
includes taxes & fees
Sep 20 - Sep 21
The Villages at Ocean Edge
Pool
Terrace/patio
Room
Exterior

2. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
  • Escape to a white sand beach retreat with a seasonal outdoor pool, sun loungers, and umbrellas just steps from the shore.
P12,193
P13,955 total
includes taxes & fees
Sep 1 - Sep 2
Charm on Main by Ocean Edge
Indoor spa tub
Property entrance
Property grounds
Interior

3. Brewster Green Resort

Brewster Green Resort
Brewster
  • Splash into four poolside paradises with hot tub bliss at this serene Cape Cod hideaway.
P14,736
P16,866 total
includes taxes & fees
Sep 15 - Sep 16
Brewster Green Resort
Outdoor pool
Interior
Property entrance
Exterior

4. Brewster by the Sea Inn

Brewster by the Sea Inn
West Brewster
  • Dreamy seasonal pool perfect for sun-soaked afternoons in this enchanting Cape Cod retreat.
P24,975
P28,584 total
includes taxes & fees
Sep 14 - Sep 15
Brewster by the Sea Inn
Pool
Bar (on property)
Terrace/patio
Property entrance

5. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
  • Dive into aquatic paradise with five pristine pools and poolside bars that elevate luxury relaxation to new heights.
P17,965
P24,090 total
includes taxes & fees
Sep 13 - Sep 14
The Mansion at Ocean Edge
Outdoor pool
Front of property
Bathroom
Room

6. Captain Freeman Inn

Captain Freeman Inn
Brewster
  • Cape Cod's historic inn offers serenity with a sun-drenched pool amid lush gardens and terraces.
P25,037
P28,655 total
includes taxes & fees
Aug 23 - Aug 24
Captain Freeman Inn
Outdoor pool
Check-in/check-out kiosk
Bathroom
Room

7. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
  • Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.
P8,346
P9,552 total
includes taxes & fees
Sep 2 - Sep 3
Olde Tavern Motel And Inn
Outdoor pool
Front of property
Bathroom
Outdoor dining

8. Skaket Beach Motel

Skaket Beach Motel
Orleans
  • Dive into relaxation at this coastal motel's seasonal outdoor pool, just steps from beautiful Skaket Beach and sunset views.
P8,632
P9,879 total
includes taxes & fees
Sep 13 - Sep 14
Skaket Beach Motel
Children's activities
Balcony
Room
Exterior

9. Blue Rock Resort

Blue Rock Resort
South Yarmouth
  • Enjoy peaceful days by a seasonal outdoor pool surrounded by manicured gardens at this tranquil Cape Cod retreat.
P7,935
P9,173 total
includes taxes & fees
Sep 7 - Sep 8
Blue Rock Resort
View all properties

Choose what matters most at hotels with a pool in Brewster

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Brewster Hotel Reviews

The Mansion at Ocean Edge

The Mansion at Ocean Edge

10/10 Excellent
"What a beautiful stay. Loved the beach and all you offer included in my stay! We will be back!"
Karen 1-night trip
Posted 4 hours ago
The Mansion at Ocean Edge

Frequently asked questions

What are some accommodations with pools in Brewster?
The Villages at Ocean Edge: Resort, 12-minute walk from Cape Cod Beaches. Features 2 indoor pools, 3 outdoor pools, and a private beach. The Mansion at Ocean Edge: Hotel, 8-minute walk from Cape Cod Beaches. Offers 2 indoor pools, 3 outdoor pools, and a private beach. Charm on Main by Ocean Edge: Hotel, 13-minute walk from Cape Cod Beaches. Provides a full-service spa, a seasonal outdoor pool, and daily. Brewster Green Resort: Aparthotel located near Cape Cod Beaches. Features a children's pool, an indoor pool, and 2 outdoor tennis courts. Candleberry Inn on Cape Cod: Vacation home located near Cape Cod Beaches. Offers sun loungers, a pool, and complimentary wireless internet access.
What is there to see and do in Brewster?
Explore places like Cape Cod Beaches while you're in Brewster. Surround yourself with nature at Breakwater Beach and Sheep Pond. Brewster appeals to visitors with its beautiful beaches and top seafood restaurants.
When is the best time to book a hotel with a pool in Brewster?
Taking into account the local weather in Brewster can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Brewster is 51 inches.

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