The Best Hotels with a Pool in South Wellfleet, MA from AED 276 in 2026

Q: What are some accommodations with pools in South Wellfleet?

Harbor Hotel Provincetown : Hotel, 1-minute walk from Commercial Street. Features free self parking, a seasonal outdoor pool, and LCD televisions. The Villages at Ocean Edge : Resort, 12-minute walk from Cape Cod Beaches. Offers 2 indoor pools, 3 outdoor pools, and a private beach. Lighthouse Inn : Hotel, 4-minute walk from Cape Cod Beaches. Provides a private beach, a seasonal outdoor pool, and a snack bar/deli. Holiday Hill Inn & Suites : Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Chatham Bars Inn : Resort, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool, and a full-service spa.

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 prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for South Wellfleet hotels with a pool

An indoor swimming pool with a wooden ceiling and multiple sunlit windows.

1. Four Points by Sheraton Eastham Cape Cod

Eastham

Dive into year-round aquatic bliss at this Cape Cod hotel with both indoor and outdoor pool options.

AED 515 total

includes taxes & fees

18 Nov - 19 Nov

An indoor swimming pool with a hot tub, surrounded by white chairs and potted plants.

2. Wilder Inn South Wellfleet, Outset Collection by Hilton

Wellfleet

AED 479 total

includes taxes & fees

18 Nov - 19 Nov

A poolside area with lounge chairs and a clear view of the pool.

3. 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 1,034 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs and a stone deck.

4. Cape Colony Inn

Provincetown

Splash into summer with an inviting outdoor pool oasis in the heart of Cape Cod's charm.

AED 374 total

includes taxes & fees

1 Dec - 2 Dec

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

5. Wequassett Resort and Golf Club

Harwich

Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.

AED 1,248 total

includes taxes & fees

24 Nov - 25 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.

6. Rodeway Inn Orleans - Cape Cod

Orleans

Splash into refreshing luxury with a clean, spacious pool perfect for sunny Cape Cod afternoons.

AED 463 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs and a white fence.

7. 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 837 total

includes taxes & fees

15 Nov - 16 Nov

A hotel with a pool area, multiple flags, and outdoor seating with umbrellas.

8. Surfside Hotel and Suites

Provincetown

Dive into poolside bliss with rock-free beach access and ocean views from this pet-friendly coastal retreat.

AED 862 total

includes taxes & fees

13 Nov - 14 Nov

A clear swimming pool with blue lounge chairs and a blue umbrella.

9. The Villages at Ocean Edge

Brewster

Dive into paradise with 7 amazing pools, each offering a different vibe for every vacation mood.

AED 484 total

includes taxes & fees

19 Nov - 20 Nov

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

10. Chatham Bars Inn

Chatham

Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.

AED 1,626 total

includes taxes & fees

29 Nov - 30 Nov

View all properties

Choose what matters most at hotels with a pool in South Wellfleet

Breakfast included

4 stars

Top South Wellfleet Hotel Reviews

Chatham Bars Inn

Chatham

10/10 Excellent

Highly recommend Chatham Bars Inn! Stay in the cottages along the water and start each day with a view of the sunrise, fishing boats, and harbor seals. Walk to the pool, beach, and the buffet breakfast. Walk to Main Street in town for even more restaurants, ice cream and candy shops, and great browsing in stores you can only find on the Cape. Staff was excellent and very professional. Everyone - check-in staff, pool and beach staff, restaurant staff, kids camp staff, were extremely...

Marc

Wequassett Resort and Golf Club

Harwich

10/10 Excellent

ruby12376

Four Points by Sheraton Eastham Cape Cod

Eastham

10/10 Excellent

Martha

A pool area with lounge chairs and umbrellas, surrounded by trees.

Charm on Main by Ocean Edge

Sea Pines

10/10 Excellent

Laura

A spacious living room with a large window offering a view of the beach and parked cars. There are two sofas and two round woven coffee tables with flower arrangements.

Breakwater Hotel

Provincetown

10/10 Excellent

Christopher

The Villages at Ocean Edge

Brewster

10/10 Excellent

Amanda

A swimming pool with a fenced area, lounge chairs, and a building in the background.

Skaket Beach Motel

Orleans

10/10 Excellent

Dolores

The Mansion at Ocean Edge

Brewster

10/10 Excellent

This is a beautiful resort with an astonishing private beach. The rooms are big and beautiful with a comfortable bed and a great bathroom and shower. The people who work at the resort are attentive and friendly and provide top notch customer service. Upon entering your room,you are welcomed with your name on the TV, classical music, and a complimentary basket of fruit and Voss water. This will be my only choice from now on when staying in Cape Cod. We loved it. A class act. And a fantastic...

Crystal & Rick

A pool area with a wooden deck, metal chairs, and lush greenery.

Brewster by the Sea Inn

West Brewster

10/10 Excellent

Tony and Rachel

A pool area with lounge chairs, umbrellas, and a staircase leading to a deck.

Crowne Pointe Historic Inn & Spa - Adults Only

Provincetown

10/10 Excellent

The property is terrific with outdoor hot tub, swimming pool and more. The staff went out of there way to make us comfortable and happy. The room was wonderful, the mattress perfect, and beyond clean. There was nothing to complain about even if one wanted to. From the outdoor cocktail hour to the morning breakfast the hotel staff went out of their way to please the guests. Even the janitorial staff were friendly and inviting. We could not have enjoyed ourselves more. Really wonderful. ...

Gail & Larry

A nighttime pool area with lounge chairs and a lifebuoy.

The Escape Inn

Bass River

10/10 Excellent

Steven

A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

A Beach Breeze Inn

West Harwich

10/10 Excellent

Lois

Rodeway Inn Orleans - Cape Cod

Orleans

10/10 Excellent

This is a basic motel, but our rooms were newly painted, new floor in the bathroom, enough plugs by the bed, with a refrigerator and small microwave. The beds, sheets, pillows were comfortable. Big negative was the small, scratchy towels, but you can't have it all. The room was very clean. It is convenient to most Cape locations and activities. We did not use the pool but it appeared well-maintained. The motel was a VERY fair price for the Cape on Memorial Day weekend. I would definitely...

Alexandra

Surfside Hotel and Suites

Provincetown

10/10 Excellent

charles

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and a building with large windows.

Harbor Hotel Provincetown

Provincetown

10/10 Excellent

I can’t recommend Harbor Hotel Provincetown enough! A bit of a last minute booking unknown, and what a pleasant surprise when we got there. Very smart, modern but comfortable. Crista (Krista?) was absolutely lovely when we checked in, friendly, delightful to chat with, and very helpful with all questions Provincetown. Excellent guest service! As we were staying there on slower nights off-season, the hotel was generous enough to give us an upgrade – very stylish twin bathrooms, one by the...

Kenneth

Frequently Asked Questions

What are some accommodations with pools in South Wellfleet?

Harbor Hotel Provincetown: Hotel, 1-minute walk from Commercial Street. Features free self parking, a seasonal outdoor pool, and LCD televisions. The Villages at Ocean Edge: Resort, 12-minute walk from Cape Cod Beaches. Offers 2 indoor pools, 3 outdoor pools, and a private beach. Lighthouse Inn: Hotel, 4-minute walk from Cape Cod Beaches. Provides a private beach, a seasonal outdoor pool, and a snack bar/deli. Holiday Hill Inn & Suites: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool, and a full-service spa.

What is there to see and do in South Wellfleet?

Make a point to visit attractions like Cape Cod Beaches and Lieutenant Island. Discover sights such as Cape Cod National Seashore, Wellfleet Bay Wildlife Sanctuary, and Lecount Hollow Beach during your stay.

When is the best time to book a hotel with a pool in South Wellfleet?

Taking into account the local weather in South Wellfleet 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 66°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for South Wellfleet is 53 inches.

Find Hotels with a Pool in South Wellfleet, MA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Wellfleet hotels with a pool

1. Four Points by Sheraton Eastham Cape Cod

2. Wilder Inn South Wellfleet, Outset Collection by Hilton

3. The Mansion at Ocean Edge

4. Cape Colony Inn

5. Wequassett Resort and Golf Club

6. Rodeway Inn Orleans - Cape Cod

7. Chatham Wayside Inn

8. Surfside Hotel and Suites

9. The Villages at Ocean Edge

10. Chatham Bars Inn

Choose what matters most at hotels with a pool in South Wellfleet

Top South Wellfleet Hotel Reviews

Chatham Bars Inn

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in South Wellfleet?

What is there to see and do in South Wellfleet?

When is the best time to book a hotel with a pool in South Wellfleet?