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South Chatham Hotel Guide - Hotels with Pool in South Chatham, Massachusetts

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Check availability on South Chatham Hotels with Pool

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 white desk with a woven hat, a vase with white flowers, and two glasses of white wine.
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.
€238
includes taxes & fees
14 Oct - 15 Oct
Chatham Seafarer Inn
A swimming pool with lounge chairs and a white fence.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.
A garden with a pergola structure, a pathway, and a seating area.

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.
€222
includes taxes & fees
1 Nov - 2 Nov
Chatham Wayside 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 modern bathroom with a double sink vanity, a large mirror, and a glass-enclosed shower area.
A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

3. 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.
€207
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
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.
A circular wooden structure with illuminated edges in a garden setting.

4. 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.
€247
includes taxes & fees
13 Oct - 14 Oct
Pleasant Bay Village Resort
A swimming pool with lounge chairs and a covered seating area.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.
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.

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.
€209
includes taxes & fees
26 Oct - 27 Oct
Pelham on Earle
A swimming pool with lounge chairs and a building in the background.
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.
A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.

6. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
€182
includes taxes & fees
13 Oct - 14 Oct
Handkerchief Shoals Inn
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 two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

7. Winstead Inn

Winstead Inn
Harwich
  • Heated poolside oasis beckons with lush gardens, private beach access, and free shuttle service.
€230
includes taxes & fees
19 Oct - 20 Oct
Winstead Inn
A large beachfront property with a pool, outdoor seating, and a covered patio.
A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.
A wooden deck with a white railing, overlooking a beach and ocean.
A room with a view of the ocean, a dining table, a wooden dresser, and a door leading to a balcony.

8. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
Dennis Port
  • Sun-dappled splendour awaits with three pools, private beach, and coastal charm for refreshing dips.
€111
includes taxes & fees
14 Oct - 15 Oct
The Corsair & Cross Rip Oceanfront Resort
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 room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.
A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.

9. A Beach Breeze Inn

A Beach Breeze Inn
West Harwich
  • Tranquil outdoor pool creates a shaded sanctuary amid Cape Cod attractions and ocean breezes.
€132
includes taxes & fees
13 Oct - 14 Oct
A Beach Breeze Inn
A clear swimming pool with blue lounge chairs and a blue umbrella.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
A golf course with sand bunkers, trees, and a clear blue sky.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

10. 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.
€143
includes taxes & fees
8 Nov - 9 Nov
The Villages at Ocean Edge
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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 Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"It was a nice property to stay at the sum of the locks. Didn't work at the door you had coffee in the morning, but no breakfast. Available"
Crystal 1-night trip
Posted 5 hours ago
Hyannis Harbor Hotel
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"The breakfast, the potatos could of been more seasoned"
Valerie 1-night trip
Posted 5 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG
Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks

8/10 Good
"We had a great time with our daughter here at the water park and bouncy houses. The only thing that would be a bit better is if the hotel was more updated. Otherwise it was a good stay and we would come back."
Laura 1-night trip
Posted 9 hours ago
Cape Cod Family Resort and Parks
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Front desk fellow was super helpful. Quality breakfast for on the go. Room was clean and comfortable. Maybe the plywood on the patio could have been painted to make it feel like less a of a sketchy patch job"
Kenneth 2-night trip
Posted 1 day ago
Hyannis Travel Inn
Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Beautiful river views. Staff were very nice and helpful."
Frances 2-night trip
Posted 1 day ago
Red Jacket Beach Resort
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent
"This is the perfect little place to stay. Everything was very clean, staff was all very friendly! Will 100% be going back and staying here again!!!"
Molly 2-night trip
Posted 5 days ago
The Corsair & Cross Rip Oceanfront Resort

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.