A general store with an American flag, Coca-Cola sign, and a beachcomber store sign.

Search Hotels with Swimming Pool in South Wellfleet

  • 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 Wellfleet Hotels with Swimming Pool

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for South Wellfleet hotels with a pool

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
A modern restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.
A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.

1. Four Points by Sheraton Eastham Cape Cod

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.
₹11,621
₹13,300 total
includes taxes & fees
8 Nov - 9 Nov
Four Points by Sheraton Eastham Cape Cod
An indoor swimming pool with blue lounge chairs and a tiled wall with a checkered pattern.
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.

2. 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.
₹10,986
₹16,920 total
includes taxes & fees
11 Nov - 12 Nov
The Villages at Ocean Edge
A poolside area with lounge chairs and a clear view of the pool.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

3. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
  • Dive into aquatic paradise with five pristine pools and poolside bars that elevate luxury relaxation to new heights.
₹17,393
₹25,340 total
includes taxes & fees
22 Nov - 23 Nov
The Mansion at Ocean Edge
A park with green grass, trees, and a clear blue sky.
A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
A two-story house with a porch, surrounded by lush greenery and flowering bushes.
A staircase with ornate brass handrails and a mirror.

4. Whalewalk Inn and Spa

Whalewalk Inn and Spa
Eastham
  • Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
₹22,601
₹25,867 total
includes taxes & fees
27 Oct - 28 Oct
Whalewalk Inn and Spa
An indoor swimming pool with a hot tub, surrounded by white chairs and potted plants.
Restaurant
A hotel room with two beds, a chair, a table, and a window with a view.
A hotel room with a dining area, a flat-screen TV mounted on the wall, and a hallway leading to other rooms.

5. Wilder Inn South Wellfleet, Outset Collection by Hilton

Wilder Inn South Wellfleet, Outset Collection by Hilton
Wellfleet
₹10,043
₹11,494 total
includes taxes & fees
1 Nov - 2 Nov
Wilder Inn South Wellfleet, Outset Collection by Hilton
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.
A garden area with a welcome sign, outdoor seating, and a blue umbrella.
A dining area with multiple tables and chairs, some with flower centerpieces.
A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

6. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
Orleans
  • Splash into refreshing luxury with a clean, spacious pool perfect for sunny Cape Cod afternoons.
₹10,462
₹11,973 total
includes taxes & fees
28 Oct - 29 Oct
Rodeway Inn Orleans - Cape Cod
A reception area with a counter, a bulletin board, a plant, and a door leading outside.
A hotel room with two beds, a desk, a chair, a wardrobe, and a window with curtains.
A room with two wicker chairs, a small white table, and a window with a view.
A campground with multiple cabins, surrounded by tall pine trees and a dirt path.

7. Blue Dolphin Inn

Blue Dolphin Inn
Eastham
  • Soak in the sunshine at this Cape Cod retreat with its sparkling seasonal pool and cosy patios just steps from beautiful beaches.
₹9,398
₹10,757 total
includes taxes & fees
27 Oct - 28 Oct
Blue Dolphin Inn
A swimming pool with a fenced area, lounge chairs, and a building in the background.
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
A covered patio with a round table and four chairs.
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

8. Skaket Beach Motel

Skaket Beach Motel
Orleans
  • Dive into relaxation at this coastal motel's seasonal outdoor pool, just steps from beautiful Skaket Beach and sunset views.
₹10,738
₹12,290 total
includes taxes & fees
5 Nov - 6 Nov
Skaket Beach Motel
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 garden with a pergola structure, a pathway, and a seating area.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

9. 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.
₹16,150
₹22,613 total
includes taxes & fees
2 Nov - 3 Nov
Chatham Wayside Inn
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A pathway leading to a beach with boats in the background and a building with a tower.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

10. Chatham Bars Inn

Chatham Bars Inn
Chatham
  • Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
₹36,719
₹42,025 total
includes taxes & fees
2 Nov - 3 Nov
Chatham Bars Inn
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top South Wellfleet Hotel Reviews

Blue Dolphin Inn

Blue Dolphin Inn

10/10 Excellent
"The hotel is older but well maintained and comfortable. The staff recommended a whale watching tour and it was incredible and fantastic. Look forward to returning again in the future."
Jenny 1-night trip
Posted 9 hours ago
Blue Dolphin Inn
Blue Rock Resort

Blue Rock Resort

8/10 Good
"We’ve stayed before just a few months ago. Had a lovely time. This time, we were greeted at 7:00 Pm by a 13 year old child who was delightful and intelligent. However, he was 13 and working the front desk. Checked us in. No adult around. The room had a shower head that moved back and forth and actually shifted the water spout below it. The other tenant on the other side of our shower started their shower and made our water freeze while we were in it. There was a person in the AM breakfast who was running the breakfast area and she had her cell phone volume so high that we could hear the people on her phone. It was quite rude since all we heard was that in the breakfast area."
Scott And Tina 1-night trip
Posted 13 hours ago
Blue Rock Resort
Sandcastle Resort and Club

Sandcastle Resort and Club

8/10 Good
"The room was clean, check in was easy, and the front dask staff was attentive when we had resuests. The hot tup wasn't working and the outdoor pool closed during the week in October when we were staying there."
Laurie 9-night trip
Posted 18 hours ago
Sandcastle Resort and Club
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Location, very quiet, and reasonable"
Susan 3-night trip
Posted 2 days ago
The Villages at Ocean Edge
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"Hot tub and pool area very nice. Ice cream at end of driveway"
CATHLEEN 3-night trip
Posted 5 days ago
All Seasons Resort, Trademark Collection by Wyndham
Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)

8/10 Good
"Completely updated older hotel. Everything was spotless. The room was nice with an excellent king size mattress. Very comfortable. Because it was older architecture the bathroom was pretty small. Small sink and standard size bathtub with shower. And there was no outlet in the bathroom. Apparently, they said they were going to be doing some updates to that in the winter for next season. They had a nice pool and fire pit. It’s on the main drag of Route 28 but it was quiet there. Of course we were there in October so not high season. Convenient location to everything the Cape has to offer."
Edward 4-night trip
Posted 6 days ago
Dennis Port Surf Club (Boutique Hotel)
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 8 days ago
Chatham Bars Inn
Surfside Hotel and Suites

Surfside Hotel and Suites

10/10 Excellent
"so convenient to ptown and very nice!"
Michelle 2-night trip
Posted 9 days ago
Surfside Hotel and Suites

Frequently asked questions

What are some accommodation options 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 swimming pools, 3 outdoor swimming 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 such as 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 the local weather in South Wellfleet 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 Wellfleet is 1340 mm.

Explore a world of travel with Expedia