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

Brewster Hotel Guide - Hotels with Pool in Brewster, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Brewster Hotels with Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Brewster hotels with a pool

Outdoor pool
Restaurant
Beach
Golf

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 holiday mood.
€184
includes taxes & fees
7 Sept - 8 Sept
The Villages at Ocean Edge
Pool
Exterior
Dining
Terrace/patio

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.
€161
includes taxes & fees
1 Sept - 2 Sept
Charm on Main by Ocean Edge
Indoor spa tub
Property grounds
Property entrance
Interior

3. Brewster Green Resort

Brewster Green Resort
Brewster
  • Splash into four poolside paradises with hot tub bliss at this serene Cape Cod hideaway.
€215
includes taxes & fees
24 Sept - 25 Sept
Brewster Green Resort
Pool
Terrace/patio
Property entrance
Bar (on property)

4. 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.
€337
includes taxes & fees
20 Sept - 21 Sept
The Mansion at Ocean Edge
Outdoor pool
Front of property
Deluxe Room, 1 King Bed (Private Porch)
Deluxe Room, 1 King Bed (Private Porch)

5. Captain Freeman Inn

Captain Freeman Inn
Brewster
  • Cape Cod's historic inn offers serenity with a sun-drenched pool amid lush gardens and terraces.
€476
includes taxes & fees
31 Aug - 1 Sept
Captain Freeman Inn
Pool
Room
Living area
Living area

6. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
  • Aquatic paradise awaits with indoor/outdoor pools and hot tub at this Cape Cod retreat by a golf course.
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Outdoor pool
Check-in/check-out kiosk
Standard Room, 1 King Bed, Non Smoking | 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.
€117
includes taxes & fees
1 Sept - 2 Sept
Olde Tavern Motel And Inn
Outdoor pool
Bathroom
Room
Front of property

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.
€137
includes taxes & fees
15 Sept - 16 Sept
Skaket Beach Motel
Outdoor pool
Room
Front of property
BBQ/picnic Area

9. GuestLodge

GuestLodge
West Dennis
  • Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.
€71
includes taxes & fees
3 Sept - 4 Sept
GuestLodge
Pool
Buffet
Family Room
Mini-golf

10. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
  • Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.
€117
includes taxes & fees
30 Aug - 31 Aug
Holiday Hill Inn & Suites
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 Villages at Ocean Edge

The Villages at Ocean Edge

8/10 Good
"Clean room"
Timothy 2-night trip
Posted 1 hour ago
The Villages at Ocean Edge
The Mansion at Ocean Edge

The Mansion at Ocean Edge

8/10 Good
"Clean sizeable room. Loved the turn down service. Excellent housekeeping. Can get pricey quickly with all the add ons though."
Rosalie 3-night trip
Posted 5 hours ago
The Mansion at Ocean Edge

Frequently asked questions

What are some accommodation options with pools in Brewster?
The Villages at Ocean Edge: Resort, 12-minute walk from Cape Cod Beaches. Features 2 indoor swimming pools, 3 outdoor swimming pools and a private beach. The Mansion at Ocean Edge: Hotel, 8-minute walk from Cape Cod Beaches. Offers 2 indoor swimming pools, 3 outdoor swimming 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. Rare Aug 29–Sept 5 Opening! 5BR • Heated Pool • Near Beaches • Last-Minute Rate: Holiday home located near Cape Cod Beaches. Offers sunloungers, a pool and complimentary wireless Internet access.
What is there to see and do in Brewster?
Explore places such as 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 the local weather in Brewster into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Brewster is 1308 mm.