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Find Hotels with a Pool in South Chatham, MA

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Check availability on South Chatham Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for South Chatham hotels with a pool

A swimming pool with clear blue water, surrounded by blue and white lounge chairs.
A beach with a fallen tree, clear blue water, and a forested shoreline.
An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.
A house with a brick exterior, white exterior walls, and a front porch with white chairs.

1. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
₩308,937
₩353,566 total
includes taxes & fees
Oct 25 - Oct 26
Chatham Seafarer Inn
A swimming pool with lounge chairs and a building in the background.
A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.
An outdoor patio with round tables and chairs, picnic tables, and umbrellas.
A blue door labeled "Office" with a small window and a mailbox.

2. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
₩236,204
₩270,336 total
includes taxes & fees
Oct 27 - Oct 28
Handkerchief Shoals Inn
A swimming pool with lounge chairs and a white fence.
A garden with a pergola structure, a pathway, and a seating area.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

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.
₩225,468
₩315,708 total
includes taxes & fees
Nov 2 - Nov 3
Chatham Wayside Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A dining area with a glass table, chairs, and a vase with flowers.
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.

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.
₩320,108
₩366,363 total
includes taxes & fees
Oct 25 - Oct 26
Pleasant Bay Village Resort
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
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.

5. 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.
₩513,082
₩587,223 total
includes taxes & fees
Nov 5 - Nov 6
Chatham Bars Inn
Four sun loungers aligned along a poolside with a tiled floor.
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.
A modern bathroom with a double sink vanity, a large mirror, and a glass-enclosed shower area.

6. 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.
₩225,663
₩306,867 total
includes taxes & fees
Nov 1 - Nov 2
Greyfinch Chatham Inn
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A wooden deck with wicker furniture, a table with a vase of flowers, and a view of the sea.

7. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
  • Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.
₩470,612
₩576,317 total
includes taxes & fees
Nov 8 - Nov 9
Wequassett Resort and Golf Club
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 large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.
A corner building with a curved roof, large windows, and a well-maintained 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.
₩298,238
₩341,343 total
includes taxes & fees
Oct 27 - Oct 28
Winstead Inn
A swimming pool with lounge chairs and a covered seating area.
A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.
A hotel room with a bed, a bench, a desk, a microwave, and a television.

9. Pelham on Earle

Pelham on Earle
West Harwich
  • Coastal getaway with a seasonal outdoor pool where relaxation awaits after exploring Cape Cod's beautiful beaches.
₩250,520
₩309,650 total
includes taxes & fees
Oct 26 - Oct 27
Pelham on Earle
A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.
A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.
A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.
A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

10. A Beach Breeze Inn

A Beach Breeze Inn
West Harwich
  • Tranquil outdoor pool creates a shaded sanctuary amid Cape Cod attractions and ocean breezes.
₩170,990
₩195,697 total
includes taxes & fees
Oct 26 - Oct 27
A Beach Breeze Inn
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top South Chatham Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

8/10 Good
"We loved the two gentlemen who helped at the check in desk when we arrived - very knowledgeable and helpful!"
Linda 1-night trip
Posted 3 hours ago
Hyannis Travel Inn
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Staff very friendly"
suzanne 3-night trip
Posted 7 hours ago
Bayside Resort Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

8/10 Good
"The rooms are very uniquely decorated which is quite enjoyable. It seems like it was a renovation so some older finishes are still in place, but overall looks great. A/C was a little finicky, may have just been our room. We didn’t go to the pool but it looked cool as well."
Michael 3-night trip
Posted 9 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Overall, the hotel and our room were lovely. There was a large event taking place during our stay, and a significant number of younger guests from the event were gathered throughout the public areas. While completely understandable, it did make it difficult for us to enjoy those spaces. Our only real disappointment was breakfast. We needed something quick and were directed to the to-go area, but waited more than 20 minutes for a simple breakfast sandwich. When it was made incorrectly, the interaction felt unnecessarily dismissive and we were made to feel as though the mistake was our fault. A little more customer-service-minded handling would have made a big difference. Aside from that experience, we had a lovely room and enjoyed our stay overall."
Anne 4-night trip
Posted 17 hours ago
Margaritaville Resort Cape Cod
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Wonderful hotel, clean and right on the beach. Will stay they again!"
AGNIESZKA 7-night trip
Posted 1 day ago
Riviera Beach Resort
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Great location, staff was extremely helpful"
N. 1-night trip
Posted 2 days ago
Hyannis Harbor Hotel
Blue Rock Resort

Blue Rock Resort

10/10 Excellent
"Very affordable place to stay and the staff is absolutely amazing! They go the extra mile to make you feel right at home. We really enjoyed our stay and were very impressed with how well we were treated. Thanks so much!"
Jennifer 1-night trip
Posted 3 days ago
Blue Rock Resort
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 5 days ago
Chatham Bars Inn
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Relaxing"
Karen 1-night trip
Posted 5 days ago
Hyannis Plaza Hotel

Frequently asked questions

What are some accommodations with pools in South Chatham?
Chatham Tides: Resort located near Hyannis Harbor. Offers a children's pool, an indoor pool, and a water park. Margaritaville Resort Cape Cod: Hotel located near Hyannis Harbor. Provides a seasonal outdoor pool, an indoor pool, and 2 pool bars. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Features a seasonal outdoor pool, an indoor pool, and 2 bars. Uncommoner Hotel by Reverie Boutique Collection: Hotel, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool, and a snack bar/deli. Lighthouse Inn: Hotel located near Hyannis Harbor. Features a children's pool, an indoor pool, and a sauna.
What is there to see and do in South Chatham?
Enjoy a stroll along the shore at Cape Cod Beaches and Forest Beach. Discover sights such as Cockle Cove Beach during your stay. Take in the natural beauty of South Chatham with the beaches.
When is the best time to book a hotel with a pool in South Chatham?
Taking into account the local weather in South 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 South Chatham is 54 inches.

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