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Find Hotels with a Pool in North Chatham, MA

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Check availability on North Chatham Hotels with a Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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 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.

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.
AED 625
AED 875 total
includes taxes & fees
2 Nov - 3 Nov
Chatham Wayside Inn
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
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.
A series of tents with beds and seating areas, surrounded by a garden with various plants and a wooden deck.

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.
AED 1,421
AED 1,626 total
includes taxes & fees
2 Nov - 3 Nov
Chatham Bars Inn
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.

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.
AED 620
AED 844 total
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 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.

4. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
AED 855
AED 979 total
includes taxes & fees
26 Oct - 27 Oct
Chatham Seafarer Inn
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A resort with a swimming pool, beach area, and a large building with a dome structure.

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.
AED 1,332
AED 1,632 total
includes taxes & fees
11 Nov - 12 Nov
Wequassett Resort and Golf Club
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 brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.
A bathroom with a toilet, sink, and shower.

6. 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.
AED 430
AED 492 total
includes taxes & fees
27 Oct - 28 Oct
Skaket Beach Motel
A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
A dining area with a wooden table, chairs, and a vase of flowers. There is a kitchen with a sink and a window above it.
A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.
A staircase with ornate brass handrails and a mirror.

7. Whalewalk Inn and Spa

Whalewalk Inn and Spa
Eastham
  • Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
AED 893
AED 1,022 total
includes taxes & fees
26 Oct - 27 Oct
Whalewalk Inn and Spa
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 two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.
A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.
A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.

8. Winstead Inn

Winstead Inn
Harwich
  • Heated poolside oasis beckons with lush gardens, private beach access, and free shuttle service.
AED 826
AED 946 total
includes taxes & fees
26 Oct - 27 Oct
Winstead Inn
A swimming pool with lounge chairs and a building in the background.
An outdoor patio with round tables and chairs, picnic tables, and umbrellas.
A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.
A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

9. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
AED 655
AED 749 total
includes taxes & fees
26 Oct - 27 Oct
Handkerchief Shoals Inn
A poolside area with lounge chairs and a clear view of the pool.
A rooftop bar with outdoor seating and a view of the water.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

10. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
  • Dive into aquatic paradise with five pristine pools and poolside bars that elevate luxury relaxation to new heights.
AED 585
AED 879 total
includes taxes & fees
1 Nov - 2 Nov
The Mansion at Ocean Edge
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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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

8/10 Good
"We stayed at this adorable and eclectic hotel for one night on a gorgeous weekend in Cape Cod. The hotel was wonderful, staff was excellent and close to so much. The only thing that was negative, if anything was the fact that the walls were paper thin. The couple in the room next to us were having a very large discussion and we could hear everything through the walls, until 3 o’clock in the morning. Also, downstairs we could hear people very loudly and on top of that, the hotel likes to play overhead music in the common area. Normally this would not be a problem except the common area is outside and the speakers were on full blast. I asked when the music went off and the gentleman at the front desk told me that the music is on from 9 AM to 9 PM. Very good, the music was fine, but it was exceptionally loud and they did offer to turn it down, but by the time I ask, the music was only on for another 20 minutes, so I really didn’t care at that point. If you’re looking for a lovely place, with a comfortable bed, tons of pillows, terrific shower, and rooms that would make a studio apartment look plain in comparison, you definitely want to stay here. Very close to terrific restaurants, shopping, and places to walk on a gorgeous day."
Allison 1-night trip
Posted 2 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Everything was great. I would caution travelers about the waterpark view rooms. Save your money. We were on the 1st floor so you have to keep your curtains closed all the time as there are people walking around. Also a lot of noise from the pool equipment.. Other than that, a lot of fun but I would not say good value. Very expensive.nearly $500 for 1 night if you want to use the waterpark, which SHOULD BE INCLUDED FOR RESORT GUESTS, so probably prohibitive for the average family in these difficult times"
Susan 1-night trip
Posted 6 hours ago
Margaritaville Resort Cape Cod
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 7 days ago
Chatham Bars Inn
Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks

10/10 Excellent
"Excellent experience"
April 2-night trip
Posted 13 days ago
Cape Cod Family Resort and Parks

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.