Hotels with Pool in South Chatham, MA

Booking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Hotels with Pool
  3.  USA
  4.  Massachusetts
  5.  South Chatham
Refine your search

Price per night

Amenity Filter

Rating

Explore 37 Hotels with Pool in South Chatham from $109

Chatham Seafarer Inn
Chatham Seafarer Inn
Hotel
South Chatham, Massachusetts, USA
1.1k from South Chatham center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay

9.0

Fabulous

69 reviews

$3257
Average price / night
Check Availability
Pleasant Bay Village Resort
Pleasant Bay Village Resort
Hotel
1191 Orleans Road, Chatham, MA, 02633, United States
4.1k from South Chatham center

AC, Babysitting, Breakfast Available, Business Services, Free Parking, Hot Tub, Housekeeping, Internet, Laundry

9.6

Exceptional

304 reviews

$245
Average price / night
Check Availability
Handkerchief Shoals Inn
Handkerchief Shoals Inn
Hotel
South Chatham, Massachusetts, USA
2.2k from South Chatham center

View, Hot Tub, Breakfast, Internet, Air Conditioner, Sports/Activities, Security/Safety

8.2

Very Good

75 reviews

$2463
Average price / night
Check Availability
Greyfinch Chatham Inn
Greyfinch Chatham Inn
Hotel
946 Main Street (Rte 28), Chatham, MA, 02633, United States
4.3k from South Chatham center

AC, Free Parking, Housekeeping, Internet, Microwave, No Smoking, Outdoor Space, Pool, Soundproof Room

8.8

Fabulous

254 reviews

$195
Average price / night
Check Availability
Wequassett Resort and Golf Club
Wequassett Resort and Golf Club
Resort
2173 Head of the Bay Road, Route 28, Harwich, MA, 02645, United States
5.0k from South Chatham center

AC, Babysitting, Bar, Breakfast Available, Business Services, Children Club, Crib, Dryer, Extra Bed

9.4

Superb

245 reviews

$379
Average price / night
Check Availability
The Winstead Inn
The Winstead Inn
Hotel
South Chatham, Massachusetts, USA
4.2k from South Chatham center

B&bs, Cheap, Accommodations, Pools, Parking, Inns, 4-star, Lodgings, Beach

8.7

Fabulous

70 reviews

$5957
Average price / night
Check Availability
Chatham Wayside Inn
Chatham Wayside Inn
Hotel
512 Main St, Chatham, MA, 02633, United States
5.4k from South Chatham center

AC, Bar, Breakfast Included, Business Services, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Housekeeping

9.2

Superb

650 reviews

$227
Average price / night
Check Availability
Harwichport Resort Club
Harwichport Resort Club
Hotel
Harwich Port, MA, USA
4.6k from South Chatham center

Cheap, Accommodations, Pools, Parking, 4-star, Lodgings, Places to stay

8.4

Very Good

22 reviews

$109
Average price / night
Check Availability
A Beach Breeze Inn
A Beach Breeze Inn
Hotel
169 Route 28, West Harwich, MA, 02671, United States
7.3k from South Chatham center

AC, Barbecue, Business Services, Crib, Extra Bed, Free Parking, Housekeeping, Internet, Microwave

9.6

Exceptional

272 reviews

$147
Average price / night
Check Availability
Queen Anne Inn
Queen Anne Inn
Hotel
Chatham, MA, USA
4.6k from South Chatham center

Cheap, Accommodations, Pools, Parking, Romantic, Boutique, 4-star, Lodgings, Jacuzzis

8.6

Fabulous

78 reviews

$427
Average price / night
Check Availability
 Awesome Ocean Front Vacation Condo on the Cape in MA
Awesome Ocean Front Vacation Condo on the Cape in MA
Resort
Dennis, MA, 02639, United States
8.7k from South Chatham center

AC, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

New to Booking
$183
Average price / night
Check Availability
Chatham Bars Inn
Chatham Bars Inn
Resort
South Chatham, Massachusetts, USA
5.9k from South Chatham center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Golf, 5-star, Lodgings

8.8

Fabulous

48 reviews

$475
Average price / night
Check Availability
Allen Harbor Rentals
Allen Harbor Rentals
Hotel
Harwich Port, MA, USA
6.0k from South Chatham center

B&bs, Cheap, Accommodations, Pools, Parking, Inns, Lodgings, Places to stay

9.2

Superb

158 reviews

$116
Average price / night
Check Availability
Pelham on Earle
Pelham on Earle
Resort
West Harwich, MA, USA
6.7k from South Chatham center

Cheap, Accommodations, Pools, Resorts, Parking, Lodgings, Places to stay, Family

8.8

Fabulous

111 reviews

$1212
Average price / night
Check Availability
Edgewater Beach Resort
Edgewater Beach Resort
Resort
South Chatham, Massachusetts, USA
8.5k from South Chatham center

Cheap, Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Hot tubs

9.1

Superb

118 reviews

$309
Average price / night
Check Availability
Bluegreen Vacations The Soundings, an Ascend Collection Resort
Bluegreen Vacations The Soundings, an Ascend Collection Resort
Resort
South Chatham, Massachusetts, USA
8.6k from South Chatham center

Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Beach, Hot tubs, Places to stay

8.2

Very Good

94 reviews

$430
Average price / night
Check Availability
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort
Hotel
Dennis Port, MA, USA
8.7k from South Chatham center

Accommodations, Pools, Parking, Boutique, 4-star, Lodgings, Beach, Places to stay, Accessible hotels

8.1

Very Good

83 reviews

$111
Average price / night
Check Availability
Brewster Beaches
Brewster Beaches
Hotel
South Chatham, Massachusetts, USA
8.7k from South Chatham center

Internet, Private Pool, Pool, Balcony/Terrace, Wheelchair Accessible, Kitchen, Air Conditioner

8.8

Fabulous

4 reviews

$169
Average price / night
Check Availability
The Corsair & Cross Rip Oceanfront
The Corsair & Cross Rip Oceanfront
Hotel
Dennis Port, MA, USA
8.8k from South Chatham center

Accommodations, Pools, Motels, Parking, Pet-friendly, 3-star, Lodgings, Beach, Hot tubs

8.0

Good

62 reviews

$1950
Average price / night
Check Availability
Bluebird Dennisport
Bluebird Dennisport
Hotel
Dennis, MA, USA
8.8k from South Chatham center

Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

7.9

Good

208 reviews

$2913
Average price / night
Check Availability
Brewster Green Resort
Brewster Green Resort
Hotel
South Chatham, Massachusetts, USA
8.9k from South Chatham center

Accommodations, Pools, Parking, 3-star, Lodgings, Jacuzzis, Places to stay, Family, Self-catering

9.1

Superb

205 reviews

$305
Average price / night
Check Availability

Pro Tip for Travelers:
HotelsWithSuites simplifies your search by aggregating premium inventory from global leaders like Booking.com, Expedia, and Vrbo. Whether you need oceanfront hotels, a private pool, or a pet-friendly suite, use our Advanced Filters to instantly compare the top-rated Hotels with Pool in South Chatham.

Find Hotels, Resorts, and Suites Nearby in these Cities & Neighborhoods

Stay Near South Chatham's Top Attractions

HotelsWithSuites can help you find hotels, resorts, and suites near many of 's top attractions, neighborhoods, and points of interest.

South Chatham Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in South Chatham may offer indoor, outdoor, rooftop, or heated pools. Some properties also feature family-friendly or infinity pool options.

You can find 37 hotels with pools in South Chatham, with prices starting from around $109 per night, making them accessible for various budgets.

Availability depends on the property and climate. Indoor or heated pools are often open year-round, while outdoor pools may be seasonal.

Yes, many properties also provide features like Pool, View, and Child Friendly alongside pool access.

Yes, you can refine your search based on pool type, guest ratings, amenities, and pricing to find the best match for your stay.