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Hotels with Swimming Pool in North Chatham, Massachusetts

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Check availability on North Chatham Hotels with Swimming Pool

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for North Chatham hotels with a pool

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.
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.

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.
P11,251
P15,610 total
includes taxes & fees
Nov 1 - Nov 2
Chatham Wayside Inn
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.

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.
P24,563
P28,112 total
includes taxes & fees
Nov 3 - Nov 4
Chatham Bars 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 vacation bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
P15,171
P17,364 total
includes taxes & fees
Oct 12 - Oct 13
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 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.

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.
P10,686
P14,531 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.

5. 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.
P26,240
P32,133 total
includes taxes & fees
Oct 19 - Oct 20
Wequassett Resort and Golf Club
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 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.

6. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
P14,629
P16,742 total
includes taxes & fees
Oct 14 - Oct 15
Chatham Seafarer Inn
A swimming pool with a metal ladder, surrounded by colorful plastic chairs, a red umbrella, and a building with a wooden exterior.
A dining area with round tables and chairs, floral centerpieces, and decorative wall signs.
A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.

7. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
  • Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.
P8,418
P9,635 total
includes taxes & fees
Oct 12 - Oct 13
Olde Tavern Motel And Inn
A clear swimming pool with blue lounge chairs and a blue umbrella.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
Three children playing in shallow water on a beach.

8. 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.
P6,301
P10,088 total
includes taxes & fees
Nov 8 - Nov 9
The Villages at Ocean Edge
An aerial view of a residential property with a swimming pool, a gazebo, and a well-maintained lawn.
A kitchen with a white island, a fireplace, and a surfboard decoration.
A sandy beach with gentle waves and a clear sky.
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

9. 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.
P8,104
P9,275 total
includes taxes & fees
Oct 14 - Oct 15
Eagle Wing Inn - Cape Cod
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.
A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.
A modern bar area with a central island, bar stools, and hanging pendant lights.

10. Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
Eastham
  • Dive into year-round aquatic bliss at this Cape Cod hotel with both indoor and outdoor pool options.
P8,490
P9,717 total
includes taxes & fees
Nov 1 - Nov 2
Four Points by Sheraton Eastham Cape Cod
View all properties

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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved the character and uniqueness of this special property."
sheri 2-night trip
Posted 6 hours ago
Uncommoner Hotel by Reverie Boutique Collection
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 7 hours ago
Hyannis Travel Inn
Blue Water Resort

Blue Water Resort

10/10 Excellent
"Amazing place, love the beach and the pool, the room was great!"
Chantale 2-night trip
Posted 11 hours ago
Blue Water Resort
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 11 hours ago
Red Jacket Beach Resort
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Recommended. Good , clean place at a reasonable price."
Dalton 1-night trip
Posted 12 hours ago
Cape Sands Inn
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 4 days ago
The Corsair & Cross Rip Oceanfront Resort

Frequently asked questions

What are some accommodations 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 like 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 into account the local weather in North 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 North Chatham is 54 inches.

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