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Hotels with Swimming Pools in North Chatham

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Check availability on North Chatham Hotels with Swimming Pools

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for North Chatham hotels with a pool

A swimming pool with lounge chairs and a white fence.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
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.

1. 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
1 Nov - 2 Nov
Chatham Wayside Inn
Four sun loungers aligned along a poolside with a tiled floor.
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.
A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

2. 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$296
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 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 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$295
includes taxes & fees
18 Oct - 19 Oct
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 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.

4. 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$517
includes taxes & fees
12 Nov - 13 Nov
Chatham Bars 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 house with a brick exterior, white exterior walls, and a front porch with white chairs.
A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.

5. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
S$341
includes taxes & fees
19 Oct - 20 Oct
Chatham Seafarer 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.

6. 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$637
includes taxes & fees
18 Oct - 19 Oct
Wequassett Resort and Golf Club
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 holiday mood.
S$206
includes taxes & fees
8 Nov - 9 Nov
The Villages at Ocean Edge
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 sandy beach with gentle waves and a clear sky.
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.
S$204
includes taxes & fees
21 Oct - 22 Oct
Eagle Wing Inn - Cape Cod
A swimming pool with a fenced area, lounge chairs, and a building in the background.
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.
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

9. 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.
S$181
includes taxes & fees
27 Oct - 28 Oct
Skaket Beach Motel
A swimming pool with lounge chairs and a covered seating area.
A two-story house with a front porch, a mailbox, and a well-maintained garden.
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.

10. 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
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Choose what matters most at hotels with a pool in North Chatham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top North Chatham Hotel Reviews

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent
"Nice place"
albert 4-night trip
Posted 3 hours ago
The Corsair & Cross Rip Oceanfront Resort
Hyannis Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"No amenities"
Ray 1-night trip
Posted 7 hours ago
Hyannis Harbor Hotel
Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"The place was clean. The smell from the sea weed cleanup was potent."
Lewis 3-night trip
Posted 1 day ago
Red Jacket Beach Resort
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"We liked everything. The service was amazing and the resort is beautiful."
Linda 3-night trip
Posted 1 day ago
Chatham Bars Inn
The Villages at Ocean Edge

The Villages at Ocean Edge

8/10 Good
"The room design was spacious and comfortable. However we were on the first floor of Alden area apartment and the second floor guests could be heard walking around, very disturbing when sleeping."
Thomas 3-night trip
Posted 1 day ago
The Villages at Ocean Edge
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Property is good the bad is that doesn’t have a microwave in room and others use parking from places around and when I want to park there is no parking and I am paying for this hotel."
Franchesca 2-night trip
Posted 3 days ago
Hyannis Plaza Hotel
Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks

10/10 Excellent
"Excellent experience"
April 2-night trip
Posted 3 days ago
Cape Cod Family Resort and Parks
Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

10/10 Excellent
"Simple but clean and renovated rooms. Quiet area but close to everything that you could want/need. Owner is onsite and is super helpful. Nice little fire pit area, cold brew available in the lobby and nicely stocked coffee/tea (and some snacks) in the rooms. Will 100% recommend to others!"
Emily 3-night trip
Posted 3 days ago
Dennis Port Surf Club (Boutique Hotel)

Frequently asked questions

What are some accommodation options with pools in North Chatham?
Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Offers a children's pool, an indoor pool and a water park. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Provides a seasonal outdoor pool, an indoor pool and 2 pool bars. Uncommoner Hotel by Reverie Boutique Collection: Hotel located near Hyannis Harbor. Features a seasonal outdoor pool, an indoor pool and 2 bars. Lighthouse Inn: Hotel, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool and a snack bar/deli. Holiday Inn Express Hyannis Cape Cod by IHG: Hotel located near Hyannis Harbor. Features a children's pool, an indoor pool and a sauna.
What is there to see and do in North Chatham?
Make a point to visit attractions such as Cape Cod Beaches and Chatham Marconi Maritime Center. Discover sights such as Chatham Shark Center during your stay.
When is the best time to book a hotel with a pool in North Chatham?
Taking the local weather in North 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 North Chatham is 1362 mm.

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