A cozy, rustic shop interior with wooden beams, patterned rugs, and various items on display including bags, jars, and greeting cards.

Find Hotels with a Pool in West Chatham, MA from CA $172

  • 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 West Chatham Hotels with a Pool

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for West Chatham hotels with a pool

A building with a blue roof, a white steeple, and a flagpole with an American flag.
A paved outdoor area with three Adirondack chairs, a street lamp, and a row of houses in the background.
A residential area with a house, a driveway, and a garden with flowering bushes.

1. The Chatham Motel

The Chatham Motel
Chatham
  • Soak up summer vibes in this Cape Cod retreat with a seasonal outdoor pool, playground, and peaceful garden setting.
CA $260
CA $298 total
includes taxes & fees
Oct 18 - Oct 19
The Chatham Motel
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A pathway leading to a beach with boats in the background and a building with a tower.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

2. Chatham Bars Inn

Chatham Bars Inn
Chatham
  • Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
CA $630
CA $721 total
includes taxes & fees
Oct 18 - Oct 19
Chatham Bars Inn
A swimming pool with lounge chairs and a white fence.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
A garden with a pergola structure, a pathway, and a seating area.

3. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
  • Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days.
CA $502
CA $636 total
includes taxes & fees
Oct 4 - Oct 5
Chatham Wayside Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A circular wooden structure with illuminated edges in a garden setting.
A covered porch with a lattice design, a stone pathway, and a view of a garden.
A dining area with a glass table, chairs, and a vase with flowers.

4. 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.
CA $304
CA $348 total
includes taxes & fees
Oct 18 - Oct 19
Pleasant Bay Village Resort
Four sun loungers aligned along a poolside with a tiled floor.
A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.
A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.
A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

5. Greyfinch Chatham Inn

Greyfinch Chatham Inn
Chatham
  • Escape to the Cape Cod oasis with a seasonal outdoor pool, free bicycles, and modern comforts just steps from local beaches.
CA $237
CA $322 total
includes taxes & fees
Oct 18 - Oct 19
Greyfinch Chatham Inn
A swimming pool with clear blue water, surrounded by blue and white lounge chairs.
An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.
A beach with a fallen tree, clear blue water, and a forested shoreline.
A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.

6. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
CA $271
CA $311 total
includes taxes & fees
Oct 14 - Oct 15
Chatham Seafarer Inn
A clear swimming pool with blue lounge chairs and a blue umbrella.
Three children playing in shallow water on a beach.
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.

7. 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.
CA $185
CA $276 total
includes taxes & fees
Oct 20 - Oct 21
The Villages at Ocean Edge
A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.
A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.
A cozy living room with a fireplace, a Christmas tree, and festive decorations.
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

8. Winstead Inn

Winstead Inn
Harwich
  • Heated poolside oasis beckons with lush gardens, private beach access, and free shuttle service.
CA $386
CA $442 total
includes taxes & fees
Sep 23 - Sep 24
Winstead Inn
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A miniature golf course with two holes, a small pond, and a wooden bridge.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.

9. 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.
CA $150
CA $172 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Hill Inn & Suites
A hot tub with a tiled edge and a metal ladder, surrounded by a carpeted floor and wooden walls.
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.
A patio area with white lounge chairs, a building with large windows, and a clear blue sky.

10. Brewster Green Resort

Brewster Green Resort
Brewster
  • Splash into four poolside paradises with hot tub bliss at this serene Cape Cod hideaway.
CA $306
CA $351 total
includes taxes & fees
Sep 24 - Sep 25
Brewster Green Resort
View all properties

Choose what matters most at hotels with a pool in West Chatham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top West Chatham Hotel Reviews

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

8/10 Good
"Staff was rude and indifferent, otherwise loved the hotel"
Maria 1-night trip
Posted 2 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Perfect location and friendly staff..we would return!"
Jennifer 1-night trip
Posted 3 hours ago
Hyannis Travel Inn
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Perfect stay in Cape Cod! Loved the cute hotel, the pool, hot tub, room and clean comfortable beds - but the location was awesome! The soft sandy beach and ocean waves, beach chairs, sun, and long walk on the beach was just what I needed. Wish our stay was longer, but maybe next year. Definitely recommend."
Karl A 1-night trip
Posted 5 hours ago
Riviera Beach Resort
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Clean, convenient, helpful staff, quiet area. Nice sized room and comfortable bed. Property is old, but well kept, clean and comfortable. We enjoyed our stay and would stay there again."
Leanna 3-night trip
Posted 5 hours ago
Holiday Hill Inn & Suites
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"The unit could use more kitchen amenities. Other than that, no complaints."
Joseph 2-night trip
Posted 7 hours ago
The Villages at Ocean Edge
Cape Sands Inn

Cape Sands Inn

8/10 Good
"The stay was fine. Could use a little updating but it was fine. Pool and hot tub were clean. Room was also clean. It was fine."
Margaret 1-night trip
Posted 15 hours ago
Cape Sands Inn
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent
"Friendly staff"
Signe 1-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"Room was clean and cozy. Unique property with onsite food truck. Fire pits lit at night with seating."
Kristine 1-night trip
Posted 1 day ago
Freebird Motor Lodge by Reverie Boutique Collection
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"My go to down the Cape!"
Joseph 4-night trip
Posted 2 days ago
All Seasons Resort, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in West Chatham?
Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Features a children's pool, an indoor pool, and a water park. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Offers a seasonal outdoor pool, an indoor pool, and 2 pool bars. Uncommoner Hotel by Reverie Boutique Collection: Hotel located near Hyannis Harbor. Provides a seasonal outdoor pool, an indoor pool, and 2 bars. Holiday Inn Express Hyannis Cape Cod by IHG: Hotel located near Hyannis Harbor. Features a children's pool, an indoor pool, and a sauna. Lighthouse Inn: Hotel, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in West Chatham?
Make a point to visit attractions like Hardings Beach and Ridgevale Beach. During your stay, check out sights such as Cape Cod Beaches, Hardings Lighthouse, and Monomoy National Wildlife Refuge. The beaches and seafood restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in West Chatham?
Taking into account the local weather in West Chatham 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 West Chatham is 54 inches.

Explore a world of travel with Expedia