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Find Hotels with a Pool in South Chatham, MA from CA $149

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Check availability on South Chatham Hotels with a Pool

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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 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.
An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.

1. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
CA $270
CA $309 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
CA $186
CA $213 total
includes taxes & fees
Sep 20 - Sep 21
Handkerchief Shoals 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 bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.
A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

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.
CA $237
CA $322 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 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.
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.
CA $324
CA $371 total
includes taxes & fees
Oct 18 - Oct 19
Pleasant Bay Village Resort
A cozy room with a wicker sofa, two chairs, a small table, and large windows with a view of trees.
A building with a blue roof, a white steeple, and a flagpole with an American flag.
A residential area with a house, a driveway, and a garden with flowering bushes.

5. 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.
CA $260
CA $298 total
includes taxes & fees
Oct 18 - Oct 19
The Chatham Motel
A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.
A bedroom with a bed, two bedside tables, a chair, a sofa, and wall art.
A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.
A compact room with a kitchenette, a dining table with four chairs, a lamp, and a painting on the wall.

6. A Beach Breeze Inn

A Beach Breeze Inn
West Harwich
  • Tranquil outdoor pool creates a shaded sanctuary amid Cape Cod attractions and ocean breezes.
CA $180
CA $206 total
includes taxes & fees
Oct 12 - Oct 13
A Beach Breeze Inn
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 beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A miniature golf course with two holes, a small pond, and a wooden bridge.

7. 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.
CA $161
CA $184 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Hill Inn & Suites
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 hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.

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.
CA $146
CA $167 total
includes taxes & fees
Oct 5 - Oct 6
Olde Tavern Motel And Inn
A nighttime pool area with lounge chairs and a lifebuoy.
A sign for the Escape Inn Hotel with the address 1237.
A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.
A two-story building with a white picket fence, a 'No Lifeguard on Duty' sign, and a 'Shallow Water No Diving' warning sign.

9. The Escape Inn

The Escape Inn
Bass River
  • Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
CA $130
CA $149 total
includes taxes & fees
Oct 4 - Oct 5
The Escape Inn
A pool area with lounge chairs, a hot tub, and string lights.
A modern living room with a large blue sectional sofa, a woven coffee table, and a large window offering a view of the street.
A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.
A room with arcade games, a TV, a large window, and a plant.

10. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
  • Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.
CA $137
CA $157 total
includes taxes & fees
Sep 22 - Sep 23
Dennis Port Surf Club (Boutique Hotel)
View all properties

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

Hyannis Travel Inn

Hyannis Travel Inn

8/10 Good
"Was a lower end hotel. You eat breakfast in hot pool area. The staff was great."
Roger 3-night trip
Posted 1 hour ago
Hyannis Travel Inn
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Excellent!"
Lucimar 2-night trip
Posted 5 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG
Hyannis Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"Parking sucks. You i have to use your room key to get out of the parking lot every time. That's especially inconvenient when you're checking out, you can't just leave your key in the room and drive off."
Michael 3-night trip
Posted 5 hours ago
Hyannis Harbor Hotel
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"There was a bit of a musty smell but overall it was a good experience. Not quite sure why I paid a $60 charge upon my arrival but I was really too tired to question"
ROBIN 1-night trip
Posted 10 hours ago
Bayside Resort Hotel
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"clean and homy"
Cindy 3-night trip
Posted 1 day ago
Holiday Hill Inn & Suites
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"The property is lovely. I took my husband as an early birthday gift and he was so happy. Everything was beautiful and there is a good amount to do at the hotel and it's close to so much. The only thing I would suggest is bring your own beach towels because the ones at the pool are very small."
Jillian 2-night trip
Posted 1 day ago
Uncommoner Hotel by Reverie Boutique Collection
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Always a pleasure to stay there. The staff is nice and accommodating, the property is very clean and the parking is great"
Nedenia 1-night trip
Posted 2 days ago
Cape Sands Inn
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Beautiful property with a very attentive staff. They helped make the engagement to my fiancée a wonderful and memorable experience! I highly recommend the spa with an intimate couples session! We will definitely be back in the future!"
Marcus 3-night trip
Posted 2 days ago
Chatham Bars Inn
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent
"Property appeared to be newly renovated and extremely clean. Bed was comfortable and room spacious. I appreciated the 24 hour coffee availability and there was a nice variety of breakfast options. I used the fitness room which was clean and well appointed as well. Would stay here again."
Margaret 2-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

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: Resort, 12-minute walk from Cape Cod Beaches. Features 2 indoor pools, 3 outdoor pools, and a private beach.
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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