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Hotels with Swimming Pool in South Chatham, Massachusetts

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Check availability on South Chatham Hotels with Swimming Pool

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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 beach with a fallen tree, clear blue water, and a forested shoreline.
A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.
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.
P12,124
P13,876 total
includes taxes & fees
Oct 7 - Oct 8
Chatham Seafarer 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 blue door labeled "Office" with a small window and a mailbox.

2. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
P8,350
P9,557 total
includes taxes & fees
Sep 27 - Sep 28
Handkerchief Shoals 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 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.

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.
P10,568
P14,382 total
includes taxes & fees
Oct 18 - Oct 19
Greyfinch Chatham Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A circular wooden structure with illuminated edges in a garden setting.
A dining area with a glass table, chairs, and a vase with flowers.
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.

4. 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.
P15,088
P17,268 total
includes taxes & fees
Sep 28 - Sep 29
Pleasant Bay Village Resort
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A hotel room with two beds, a desk, a television, and a window with curtains.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.

5. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
  • Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.
P6,129
P7,014 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Hill Inn & Suites
Two children in a swimming pool.
A building with a blue awning labeled "GRILLROOM" and a covered outdoor seating area with white benches.
A sliding glass door leading to a deck with a white railing and a blue chair.
A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.

6. Blue Rock Resort

Blue Rock Resort
South Yarmouth
  • Enjoy peaceful days by a seasonal outdoor pool surrounded by manicured gardens at this tranquil Cape Cod retreat.
P5,925
P6,849 total
includes taxes & fees
Oct 1 - Oct 2
Blue Rock Resort
A residential area with a house, a driveway, and a garden with flowering bushes.
A building with a blue roof, a white steeple, and a flagpole with an American flag.
A paved outdoor area with three Adirondack chairs, a street lamp, and a row of houses in the background.

7. The Chatham Motel

The Chatham Motel
Chatham
  • Soak up summer vibes in this Cape Cod retreat with a seasonal outdoor pool, playground, and peaceful garden setting.
P12,714
P14,551 total
includes taxes & fees
Oct 18 - Oct 19
The Chatham Motel
A swimming pool with a metal ladder, surrounded by colorful plastic chairs, a red umbrella, and a building with a wooden exterior.
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.
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

8. 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.
P6,185
P7,078 total
includes taxes & fees
Oct 5 - Oct 6
Olde Tavern Motel And Inn
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.
P8,059
P9,224 total
includes taxes & fees
Oct 12 - Oct 13
A Beach Breeze Inn
A swimming pool with lounge chairs and a white fence.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.
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.

10. 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.
P16,812
P21,959 total
includes taxes & fees
Oct 25 - Oct 26
Chatham Wayside Inn
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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

Riviera Beach Resort

Riviera Beach Resort

8/10 Good
"room was very clean and slept great! We used our hotel room as home base but were out doing things the whole day so we only really slept there but it treated us well. Wish there was free breakfast and maybe a little gym but it was great"
Angela 2-night trip
Posted 4 hours ago
Riviera Beach Resort
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent
"Very friendly staff. Great breakfast ."
Joyce 3-night trip
Posted 21 hours ago
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Great experience"
Joy 1-night trip
Posted 1 day ago
The Villages at Ocean Edge
Red Jacket Beach Resort

Red Jacket Beach Resort

8/10 Good
"Taking an elderly person with a walker is hard enough. The room with a view for an overnight was so wonderful but the bathroom was not conducive to the needs of my mom. We managed but I would not suggest the oceanfront rooms for people with physical disabilities. Even the one step up on a first floor might be hard for some one with just a wheelchair. But again the ocean was a wonderful view. Coffee was not the greatest and powdered milk not a fan. We had three scheduled to be in the room they only gave us two coffee. Room had a very musty smell as if it had been closed up for a long time."
Denise 1-night trip
Posted 3 days ago
Red Jacket Beach Resort

Frequently asked questions

What are some accommodations 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 located near Hyannis Harbor. Offers a children's pool, an indoor pool, and a sauna. Holiday Inn Express Hyannis Cape Cod by IHG: Hotel, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool, and a snack bar/deli.
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 into account the local weather in South 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 South Chatham is 54 inches.

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