A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on North Chatham Hotels with Pool

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for North Chatham hotels with a pool

A swimming pool with lounge chairs and a white fence.
A garden with a pergola structure, a pathway, and a seating area.
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.
€221
includes taxes & fees
1 Nov - 2 Nov
Chatham Wayside Inn
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 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.

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.
€197
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham 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 beach with a fallen tree, clear blue water, and a forested shoreline.
A house with a brick exterior, white exterior walls, and a front porch with white chairs.

3. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
€198
includes taxes & fees
14 Oct - 15 Oct
Chatham Seafarer 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 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 dining area with a glass table, chairs, and a vase with flowers.

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.
€246
includes taxes & fees
19 Oct - 20 Oct
Pleasant Bay Village Resort
A swimming pool with a metal ladder, surrounded by colorful plastic chairs, a red umbrella, and a building with a wooden exterior.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.
A dining area with round tables and chairs, floral centerpieces, and decorative wall signs.
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

5. 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.
€101
includes taxes & fees
8 Oct - 9 Oct
Olde Tavern Motel And 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.

6. 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.
€399
includes taxes & fees
3 Nov - 4 Nov
Chatham Bars Inn
A clear swimming pool with blue lounge chairs and a blue umbrella.
Three children playing in shallow water on a beach.
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.

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.
€170
includes taxes & fees
2 Nov - 3 Nov
The Villages at Ocean Edge
A pool area with lounge chairs and umbrellas, surrounded by trees.
A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.
A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

8. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
  • Escape to a white sand beach retreat with a seasonal outdoor pool, sun loungers, and umbrellas just steps from the shore.
€183
includes taxes & fees
12 Oct - 13 Oct
Charm on Main by Ocean Edge
A swimming pool with a fenced area, lounge chairs, and a building in the background.
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.
A covered patio with a round table and four chairs.
A bathroom with a toilet, sink, and shower.

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.
€132
includes taxes & fees
19 Oct - 20 Oct
Skaket Beach Motel
A swimming pool with lounge chairs and a covered seating area.
A hotel room with a bed, a bench, a desk, a microwave, and a television.
A two-story house with a front porch, a mailbox, and a well-maintained garden.
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.
€208
includes taxes & fees
26 Oct - 27 Oct
Pelham on Earle
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

Blue Water Resort

Blue Water Resort

10/10 Excellent
"Every thing was good, we havew a good time."
Rebeca 4-night trip
Posted 1 hour ago
Blue Water Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"The minute you walk into the check-in/lobby area, you have a definite sense of the vibe of this property. It's quirky and swanky without trying hard at all. Subtly cool and inviting. The employee who greeted us was warm and friendly. Although our room faced the road, it wasn't too much of a bother. The room was beautifully appointed and large. The pool was chilly, but on a warmer day it would have been so relaxing. The entire property is beautiful and well maintained. If we ever go to the Cape again, we will definitely book this hotel again. Gorgeous all around!"
Renee 2-night trip
Posted 3 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Comfortable room. Great view. The adjoining room door did not lock."
Delene 2-night trip
Posted 22 hours ago
Cape Sands Inn
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"The staff was great and the kids loved the amenities"
Joshua 2-night trip
Posted 1 day ago
Holiday Hill Inn & Suites
Red Jacket Beach Resort

Red Jacket Beach Resort

8/10 Good
"We enjoy our stay. Staff was friendly, plenty of parking- the beach with chairs, lounges and games was easily accessible. The pool area was very nice."
Marci 2-night trip
Posted 1 day ago
Red Jacket Beach 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 3 days ago
Hyannis Travel Inn

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.