A sign for the Town of Chatham Visitor Information Center with a directional arrow.

Search Hotels with Pool in South Chatham

  • 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 South Chatham Hotels with Pool

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

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.
฿7,608
฿8,707 total
includes taxes & fees
22 Sept - 23 Sept
Chatham Seafarer Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A dining area with a glass table, chairs, and a vase with flowers.
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.

2. 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.
฿7,890
฿9,030 total
includes taxes & fees
22 Sept - 23 Sept
Pleasant Bay Village Resort
A swimming pool with lounge chairs and a building in the background.
A blue door labeled "Office" with a small window and a mailbox.
A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.
An outdoor patio with round tables and chairs, picnic tables, and umbrellas.

3. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
฿5,822
฿6,663 total
includes taxes & fees
14 Sept - 15 Sept
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 white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

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.
฿7,118
฿9,343 total
includes taxes & fees
1 Sept - 2 Sept
Greyfinch Chatham Inn
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A miniature golf course with two holes, a small pond, and a wooden bridge.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.

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.
฿3,888
฿4,450 total
includes taxes & fees
30 Aug - 31 Aug
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 dining area with round tables and chairs, floral centerpieces, and decorative wall signs.
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.

6. 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.
฿4,149
฿4,749 total
includes taxes & fees
2 Sept - 3 Sept
Olde Tavern Motel And Inn
A swimming pool with blue lounge chairs aligned along the edge.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
A motel with a two-story structure, a flagpole with an American flag, and a parking lot with yellow curbs and directional arrows.
A reception area with a blue and white color scheme, a map on the wall, and a bookshelf filled with travel brochures.

7. GuestLodge

GuestLodge
West Dennis
  • Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.
฿2,344
฿2,683 total
includes taxes & fees
31 Aug - 1 Sept
GuestLodge
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 modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

8. 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.
฿7,449
฿9,378 total
includes taxes & fees
10 Sept - 11 Sept
Pelham on Earle
Two children in a swimming pool.
A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.
A building with a blue awning labeled "GRILLROOM" and a covered outdoor seating area with white benches.
A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.

9. 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.
฿4,205
฿4,861 total
includes taxes & fees
25 Aug - 26 Aug
Blue Rock Resort
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.
A golf course with sand bunkers, trees, and a clear blue sky.

10. 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.
฿4,811
฿7,002 total
includes taxes & fees
20 Sept - 21 Sept
The Villages at Ocean Edge
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 Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Very friendly young man at the front who accommodated us and was nice and polite. Would stay here again."
Marisa 2-night trip
Posted 1 hour ago
Hyannis Plaza Hotel
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

8/10 Good
"The rooms were clean and efficient, however, the water pressure at the sink was weak, and the size of the toilet room was way too small."
DAVID 4-night trip
Posted 1 hour ago
Holiday Inn Express Hyannis Cape Cod by IHG
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Our stay at Bayside resort was very nice very clean rooms, service was friendly which made our stay enjoyable!"
Michele 2-night trip
Posted 2 hours ago
Bayside Resort Hotel
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Very clean room and well kept all around. The location was perfect! Across the street from the ferry terminal to Nantucket. Lots of great dining options too!"
Kim 1-night trip
Posted 23 hours ago
Hyannis Harbor Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Gorgeous rooms, both pools are lovely, the dinner and drinks were phenomenal, and the outdoor seating/fire pits were a lovely touch. Did not take advantage of the outdoor games or bike rentals but I would love to stay here again!"
Leah 2-night trip
Posted 1 day ago
Uncommoner Hotel by Reverie Boutique Collection
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"The staff was very friendly and helpful. We were placed in a room directly outside the pool so our room smelt overwhelming like chlorine as soon as we opened the door. The two double beds were a full size, as apposed to queen, so they were a bit small for two people. The room was very clean, as was the entire property. The pool area was nice, but unfortunately, it was rainy and overcast curing our stay, so we did not use it. Based on this experience, I would stay there again in the future."
Jessica 1-night trip
Posted 1 day ago
Holiday Hill Inn & Suites
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"Clean and convenient"
Kathy 2-night trip
Posted 1 day ago
Freebird Motor Lodge by Reverie Boutique Collection

Frequently asked questions

What are some accommodation options with pools in South Chatham?
Chatham Tides: Resort located near Cape Cod Beaches. Offers a children's pool, an indoor pool and a water park. Margaritaville Resort Cape Cod: Hotel, 8-minute walk from Main Street Hyannis. Provides a seasonal outdoor pool, an indoor pool and 2 bars. Uncommoner Hotel by Reverie Boutique Collection: Hotel, 15-minute walk from Main Street Hyannis. Features a seasonal outdoor pool, an indoor pool and 2 pool bars. Bayside Resort Hotel: Hotel located near Cape Cod Melody Tent. Offers a children's pool, an indoor pool and a sauna. Holiday Inn Express Hyannis Cape Cod by IHG: Features a seasonal outdoor pool, an indoor pool and a sauna.
What is there to see and do in South Chatham?
Explore places such as Cape Cod Beaches while you're in South Chatham. The picturesque setting of Forest Beach and Cockle Cove Beach showcase the area's natural beauty. 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 the local weather in South 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 South Chatham is 1362 mm.

Explore a world of travel with Expedia