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
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Brewster hotels with a pool

A clear swimming pool with blue lounge chairs and a blue umbrella.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A golf course with sand bunkers, trees, and a clear blue sky.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

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.
P7,940
P11,955 total
includes taxes & fees
Nov 1 - Nov 2
The Villages at Ocean Edge
A poolside area with lounge chairs and a clear view of the pool.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

2. 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.
P10,743
P15,876 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge
An indoor swimming pool with wooden beams on the ceiling, clear windows, and a 'NO DIVING' sign.
A spacious living room with a large abstract painting, two chandeliers, and a coffee machine.
A building with a flag, a sign, and a pathway lined with flowers.
A spacious hotel lobby with a reception desk, a dining area with chairs, and a patterned rug on the floor.

3. Brewster Green Resort

Brewster Green Resort
Brewster
  • Splash into four poolside paradises with hot tub bliss at this serene Cape Cod hideaway.
P12,329
P14,111 total
includes taxes & fees
Oct 19 - Oct 20
Brewster Green Resort
A pool area with lounge chairs and umbrellas, surrounded by trees.
A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.
A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

4. 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.
P11,283
P12,913 total
includes taxes & fees
Oct 19 - Oct 20
Charm on Main by Ocean Edge
A swimming pool with a fountain, surrounded by greenery and a gazebo.
A dining area with a round table, chairs, and a buffet.
A two-story building with a sign reading "The Orchard House."
A garden with a white pergola, various plants, and a large tree.

5. 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.
P19,043
P21,794 total
includes taxes & fees
Nov 4 - Nov 5
Brewster by the Sea Inn
A swimming pool with a metal ladder, surrounded by colorful plastic chairs, a red umbrella, and a building with a wooden exterior.
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.

6. 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.
P6,193
P7,087 total
includes taxes & fees
Oct 7 - Oct 8
Olde Tavern Motel And Inn
A swimming pool with a fenced area, lounge chairs, and a building in the background.
A covered patio with a round table and four chairs.
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
A bathroom with a toilet, sink, and shower.

7. 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.
P8,132
P9,307 total
includes taxes & fees
Oct 12 - Oct 13
Skaket Beach Motel
An aerial view of a residential property with a swimming pool, a gazebo, and a well-maintained lawn.
A building with a red door, black shutters, and hanging flower baskets.
A kitchen with a white island, a fireplace, and a surfboard decoration.
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

8. Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod
Eastham
  • Dive into the inviting outdoor pool at this coastal retreat with comfortable sun loungers and peaceful gardens.
P8,268
P9,463 total
includes taxes & fees
Oct 7 - Oct 8
Eagle Wing Inn - Cape Cod
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A bedroom with a large bed, two side tables with lamps, a wooden nightstand, a wooden dresser, and a large window with a view of greenery.
A covered porch with a lattice design, a stone pathway, and a view of a garden.
A circular wooden structure with illuminated edges in a garden setting.

9. Pleasant Bay Village Resort

Pleasant Bay Village Resort
Chatham
  • Splash into vacation bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
P15,106
P17,289 total
includes taxes & fees
Oct 7 - Oct 8
Pleasant Bay Village Resort
A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
A dining area with a wooden table, chairs, and a vase of flowers. There is a kitchen with a sink and a window above it.
A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.
A staircase with ornate brass handrails and a mirror.

10. Whalewalk Inn and Spa

Whalewalk Inn and Spa
Eastham
  • Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
P16,185
P18,524 total
includes taxes & fees
Oct 13 - Oct 14
Whalewalk Inn and Spa
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
"Very nice to have wished us a Happy Anniversary with wine and cheesecake! Great place! Been several times!"
Heidi 1-night trip
Posted 11 days ago
The Mansion at Ocean Edge
Brewster by the Sea Inn

Brewster by the Sea Inn

10/10 Excellent
"We loved staying at Brewsters by the Sea! The owner and staff were amazing and made you feel at home right away. The room was gorgeous and very clean with lots of amenities. The breakfasts were delicious and served in the quaint and lovely yard around the pool. The grounds were beautiful. We enjoyed our stay so much we want to make it an annual event."
Marjorie 2-night trip
Posted 1 month ago
Brewster by the Sea Inn

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: Features a children's pool, an indoor pool, and 2 outdoor tennis courts. Sea Meadow Inn: Features sun loungers, a pool, and complimentary wireless internet access.
What is there to see and do in Brewster?
Make a point to visit attractions like Breakwater Beach and Paine's Creek Beach. During your stay, check out sights such as Ocean Edge Golf Club, Cape Cod Museum of Natural History, and Nickerson State Park. 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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