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Find Hotels with a Pool in South Wellfleet, MA

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Check availability on South Wellfleet Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 modern bar area with a central island, bar stools, and hanging pendant lights.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

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.
₩179,891
₩205,885 total
includes taxes & fees
Oct 26 - Oct 27
Four Points by Sheraton Eastham Cape Cod
A clear swimming pool with blue lounge chairs and a blue umbrella.
Three children playing in shallow water on a beach.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
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 vacation mood.
₩159,812
₩243,840 total
includes taxes & fees
Nov 8 - Nov 9
The Villages at Ocean Edge
A poolside area with lounge chairs and a clear view of the pool.
A rooftop bar with outdoor seating and a view of the water.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
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.
₩226,367
₩335,436 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge
An aerial view of a residential property with a swimming pool, a gazebo, and a well-maintained lawn.
A building with a red door, black shutters, and hanging flower baskets.
A kitchen with a white island, a fireplace, and a surfboard decoration.
A sandy beach with gentle waves and a clear sky.

4. Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod
Eastham
  • Dive into the inviting outdoor pool at this coastal retreat with comfortable sun loungers and peaceful gardens.
₩171,705
₩196,516 total
includes taxes & fees
Oct 22 - Oct 23
Eagle Wing Inn - Cape Cod
A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.
A staircase with ornate brass handrails and a mirror.
A dining area with a wooden table, chairs, and a vase of flowers. There is a kitchen with a sink and a window above it.

5. Whalewalk Inn and Spa

Whalewalk Inn and Spa
Eastham
  • Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
₩344,409
₩394,177 total
includes taxes & fees
Oct 21 - Oct 22
Whalewalk Inn and Spa
A rectangular swimming pool with a diving board, surrounded by lounge chairs and tables, with a wooden fence and trees in the background.
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.
A hotel room with two beds, a desk, a chair, a wardrobe, and a window with curtains.

6. Blue Dolphin Inn

Blue Dolphin Inn
Eastham
  • Soak in the sunshine at this Cape Cod retreat with its sparkling seasonal pool and cozy patios just steps from beautiful beaches.
₩131,762
₩150,802 total
includes taxes & fees
Oct 21 - Oct 22
Blue Dolphin 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 series of tents with beds and seating areas, surrounded by a garden with various plants and a wooden deck.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

7. 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.
₩470,657
₩538,667 total
includes taxes & fees
Nov 12 - Nov 13
Chatham Bars Inn
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 bathroom with a shower curtain, a bathtub, and a tiled wall with a marble-like pattern.
A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

8. 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.
₩146,668
₩167,862 total
includes taxes & fees
Oct 22 - Oct 23
Rodeway Inn Orleans - Cape Cod
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A wooden deck with wicker furniture, a table with a vase of flowers, and a view of the sea.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

9. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
  • Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.
₩472,173
₩578,230 total
includes taxes & fees
Nov 11 - Nov 12
Wequassett Resort and Golf Club
A swimming pool with a house in the background.
A hotel room with a bed, bedside tables, a chair, and a painting on the wall.
A row of motel rooms with individual air conditioning units, a covered parking area, and a forested backdrop.
A modern bathroom with a white sink, a toilet, a glass-enclosed shower, and a mirror with a light.

10. Wilder Inn South Wellfleet, Outset Collection by Hilton

Wilder Inn South Wellfleet, Outset Collection by Hilton
Wellfleet
₩140,798
₩161,143 total
includes taxes & fees
Nov 1 - Nov 2
Wilder Inn South Wellfleet, Outset Collection by Hilton
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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

Dune Crest Hotel

Dune Crest Hotel

10/10 Excellent
"Great breakfast in the morning. The staff was very accomodating and gave us a room with a wonderful view."
Rose 1-night trip
Posted 5 hours ago
Dune Crest Hotel
The Escape Inn

The Escape Inn

10/10 Excellent
"Great property, great location!"
Amy 2-night trip
Posted 7 hours ago
The Escape Inn
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Great!"
Bradly 3-night trip
Posted 8 hours ago
The Villages at Ocean Edge
Blue Rock Resort

Blue Rock Resort

10/10 Excellent
"Very affordable place to stay and the staff is absolutely amazing! They go the extra mile to make you feel right at home. We really enjoyed our stay and were very impressed with how well we were treated. Thanks so much!"
Jennifer 1-night trip
Posted 13 hours ago
Blue Rock Resort
Sandcastle Resort and Club

Sandcastle Resort and Club

10/10 Excellent
"Room was exactly as promised. Staff was friendly and efficient. I will continue to return for an older but well maintained resort in an excellent location close to Provincetown and right on Cape Cod Bay."
Virginia 4-night trip
Posted 17 hours ago
Sandcastle Resort and Club
Seaglass Inn Provincetown

Seaglass Inn Provincetown

10/10 Excellent
"The staff is top notch. Hotel is a little dated but they’re working on it. We like the beds and it’s far enough away from The crowds but close enough to walk everywhere! Free breakfast is great! As long as rates don’t increase we will continue to come back each year! Free ride to the fast ferry is a huge bonus!"
Derek 6-night trip
Posted 1 day ago
Seaglass Inn Provincetown
Harbor Hotel Provincetown

Harbor Hotel Provincetown

10/10 Excellent
"This is a wonderful place to stay for any visit to Provincetown. Located at the east end of town with a perfect view of the bay across the street. The staff was very welcoming, friendly and warm. I was there in October so I missed the opportunity to swim in their beautiful pool. The amenities within the building are minimal in October at least, but there was a fantastic fresh coffee, bean grinder server that made me my precious cup of the coffee every day during my visit. I will definitely stay there again since it was just a short walk to downtown. And even a quicker drive. Plus, the east end is full of all the artists from the area. I am an artist, and that was the perfect location for me to be. I would highly recommend this location to all, then again I don’t want you to ruin my favorite spot"
Gregory 5-night trip
Posted 2 days ago
Harbor Hotel Provincetown
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 2 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 3 days ago
Surfside Hotel and Suites

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.

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