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Hotels with Swimming Pools in South Chatham

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Check availability on South Chatham Hotels with Swimming Pools

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

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 house with a brick exterior, white exterior walls, and a front porch with white 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.

1. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
S$284
includes taxes & fees
7 Oct - 8 Oct
Chatham Seafarer Inn
A swimming pool with lounge chairs and a white fence.
A garden with a pergola structure, a pathway, and a seating area.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

2. 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.
S$318
includes taxes & fees
29 Oct - 30 Oct
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.

3. Pleasant Bay Village Resort

Pleasant Bay Village Resort
Chatham
  • Splash into holiday bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
S$325
includes taxes & fees
18 Oct - 19 Oct
Pleasant Bay Village Resort
Four sun loungers aligned along a poolside with a tiled floor.
A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.
A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.
A modern bathroom with a double sink vanity, a large mirror, and a glass-enclosed shower area.

4. 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.
S$282
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham 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 hotel room with a bed, a bench, a desk, a microwave, and a television.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

5. 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.
S$299
includes taxes & fees
26 Oct - 27 Oct
Pelham on Earle
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 cozy living room with a fireplace, a Christmas tree, and festive decorations.
A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.
A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

6. Winstead Inn

Winstead Inn
Harwich
  • Heated poolside oasis beckons with lush gardens, private beach access, and free shuttle service.
S$384
includes taxes & fees
6 Oct - 7 Oct
Winstead Inn
A swimming pool with lounge chairs and a building in the background.
A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.
A blue door labeled "Office" with a small window and a mailbox.
A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

7. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
S$196
includes taxes & fees
6 Oct - 7 Oct
Handkerchief Shoals Inn
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A series of tents with beds and seating areas, surrounded by a garden with various plants and a wooden deck.
A pathway leading to a beach with boats in the background and a building with a tower.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

8. 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.
S$572
includes taxes & fees
3 Nov - 4 Nov
Chatham Bars Inn
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A wooden deck with wicker furniture, a table with a vase of flowers, and a view of the sea.
A dining area with tables set for two, overlooking a body of water with a sailboat.

9. 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.
S$633
includes taxes & fees
18 Oct - 19 Oct
Wequassett Resort and Golf Club
Pool
A dining area with a Monopoly board game, patterned chairs, and a large map on the wall.
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.

10. Brewster Green Resort

Brewster Green Resort
Brewster
  • Splash into four poolside paradises with hot tub bliss at this serene Cape Cod hideaway.
S$280
includes taxes & fees
21 Oct - 22 Oct
Brewster Green Resort
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

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Loved my stay here. Outdoor pool was open great hours, considering it was late in the season. Indoor pool and hot tub were clean, also with great hours. Breakfast had a much larger selection than usual continental breakfast menu. Loved the onsite bar, and the outdoor firepit area right on the edge of the saltmarsh. Rooms were clean, with a comfortable bed. Staff were very helpful and kind. I'm looking forward to staying again sometime soon!"
Laura 2-night trip
Posted 12 hours ago
Bayside Resort Hotel
Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Loved staying here. Definitely will be back!"
Kevin 1-night trip
Posted 13 hours ago
Red Jacket Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved the hotel and can’t speak more highly of the staff. Only disappointment was the restaurant and grounds were closed our second night due to a private function. Our first night was rained out so giving up our last night to a private party was unfortunate. Maybe in the future they will open some part of the property for hotel guests to enjoy while accommodating a private party."
Melissa 2-night trip
Posted 15 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Absolutely fabulous spot. Perfect for the off season when there isn't much traffic. We absolutely loved our room and found it really convenient. We loved having a nice cream store and an arcade in the same parking lot, it was a fantastic room, and the staff were lovely and helpful."
Deana 2-night trip
Posted 16 hours ago
Holiday Hill Inn & Suites
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Great property and excellent location!"
Brian 2-night trip
Posted 1 day ago
Riviera Beach Resort
Sunbird ANNEX Resort

Sunbird ANNEX Resort

10/10 Excellent
"Great area, fun spot, cozy. I suggest getting the cottages is very nice. We loved it"
Jose 1-night trip
Posted 1 day ago
Sunbird ANNEX Resort
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The staff were friendly and helpful. Great location. I would definitely stay again!"
Tracy 3-night trip
Posted 2 days ago
Hyannis Travel Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"It was a nice place to stay."
Norine 2-night trip
Posted 2 days ago
Margaritaville Resort Cape Cod
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Accommodation was clean, basic but quite acceptable."
Wendy 7-night trip
Posted 3 days ago
Cape Sands Inn

Frequently asked questions

What are some accommodation options 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 the local weather in South Chatham 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 South Chatham is 1362 mm.

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