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Hotels with Swimming Pool in South Wellfleet, Massachusetts

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Check availability on South Wellfleet Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.
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 modern bar area with a central island, bar stools, and hanging pendant lights.

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.
P8,454
P9,675 total
includes taxes & fees
Nov 1 - Nov 2
Four Points by Sheraton Eastham Cape Cod
A clear swimming pool with blue lounge chairs and a blue umbrella.
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.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

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.
P7,928
P11,938 total
includes taxes & fees
Nov 1 - Nov 2
The Villages at Ocean Edge
An indoor swimming pool with wooden walls, white chairs, and potted plants.
A pathway lined with red and purple flowers leading to a building.
A room with striped chairs, a green sofa, and a wooden floor. There are two lamps on side tables, and a plant in a basket.
An outdoor patio with wooden tables and chairs, green umbrellas, and potted plants.

3. Wellfleet Lodge

Wellfleet Lodge
Wellfleet
  • Aquatic bliss awaits with indoor pool access year-round and a seasonal outdoor pool for summer splashing.
P8,069
P9,235 total
includes taxes & fees
Oct 6 - Oct 7
Wellfleet Lodge
An aerial view of a residential property with a swimming pool, a gazebo, and a well-maintained lawn.
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.
A sandy beach with gentle waves and a clear sky.
A building with a red door, black shutters, and hanging flower baskets.

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.
P8,257
P9,450 total
includes taxes & fees
Oct 7 - Oct 8
Eagle Wing Inn - Cape Cod
A poolside area with lounge chairs and a clear view of the pool.
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.
A rooftop bar with outdoor seating and a view of the water.

5. 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.
P10,743
P15,876 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge
An indoor swimming pool with clear blue water, lounge chairs, and potted plants.
A small, single-story building with a flat roof, a front door, and a small porch area.
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.
A cabin with a deck, a hammock, and a picnic table.

6. The Even'tide

The Even'tide
Wellfleet
  • Make a splash at this family-friendly hotel with a refreshing indoor pool and outdoor adventures nearby.
P7,362
P8,426 total
includes taxes & fees
Oct 12 - Oct 13
The Even'tide
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 dining area with a wooden table, chairs, and a vase of flowers. There is a kitchen with a sink and a window above it.
A staircase with ornate brass handrails and a mirror.

7. Whalewalk Inn and Spa

Whalewalk Inn and Spa
Eastham
  • Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
P16,185
P18,524 total
includes taxes & fees
Oct 13 - Oct 14
Whalewalk Inn and Spa
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and a view of greenery outside.
A room with two blue armchairs, a small table, and a glass partition.
A room with a ping pong table, a small table with a chair, and a mural of a beach scene.
A dining area with wooden tables and chairs, a vase with flowers, and a view of the outdoors through large windows.

8. Southfleet Motor Inn

Southfleet Motor Inn
Wellfleet
  • Splash into summer at this seaside escape with a seasonal outdoor pool and easy beach access.
P7,769
P8,892 total
includes taxes & fees
Oct 6 - Oct 7
Southfleet Motor Inn
A swimming pool with a metal ladder, surrounded by colorful plastic chairs, a red umbrella, and a building with a wooden exterior.
A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.

9. 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.
P6,193
P7,087 total
includes taxes & fees
Oct 6 - Oct 7
Olde Tavern Motel And Inn
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.
A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.
A bathroom with a shower curtain, a bathtub, and a tiled wall with a marble-like pattern.
A garden area with a welcome sign, outdoor seating, and a blue umbrella.

10. 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.
P6,536
P7,481 total
includes taxes & fees
Oct 7 - Oct 8
Rodeway Inn Orleans - Cape Cod
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

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"Rooms where newly renovated, pool and jacuzzi were good sized as well as very clean. Staff were very nice and helpful, breakfast was small, good but small."
Joseph 1-night trip
Posted 9 hours ago
All Seasons Resort, Trademark Collection by Wyndham
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Absolutely fabulous spot. Perfect for the off season when there isn't much traffic. We absolutely loved our room and found it really convenient. We loved having a nice cream store and an arcade in the same parking lot, it was a fantastic room, and the staff were lovely and helpful."
Deana 2-night trip
Posted 9 hours ago
Holiday Hill Inn & Suites
Ambassador Inn & Suites

Ambassador Inn & Suites

10/10 Excellent
"Nice place for a 3 day off-season mini-vacation on Cape Cod. Comfortable and very clean room, nice indoor pool, short drives to beaches and to start of Cape Cod Rail Trail (CCRT) cycling path. Breakfast included was fine - nothing super but nothing bad. And a great little hole in the wall Chinese restaurant just across the street. My second stay there for early October riding on the CCRT, would gladly stay there again."
David 2-night trip
Posted 13 hours ago
Ambassador Inn & Suites
Blue Rock Resort

Blue Rock Resort

10/10 Excellent
"the staff is wonderful. the facility is clean and well maintained. they allowed my cats to stay. the on site restaurant staff and food was delicious. they even prepare a special meal for my mom. I highly recommend this motel."
Greta 2-night trip
Posted 13 hours ago
Blue Rock Resort
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

8/10 Good
"The staff was awesome, especially the cleaning staff. The ocean view was stunning. Jacuzzi in my room. Rhis is the best place to stay."
Lynn 28-night trip
Posted 14 hours ago
The Corsair & Cross Rip Oceanfront Resort
Seaglass Inn Provincetown

Seaglass Inn Provincetown

10/10 Excellent
"The rooms were clean and comfortable and the staff was amazing! We had a great time and will stay here again."
Pamela 3-night trip
Posted 2 days ago
Seaglass Inn Provincetown
The Provincetown Inn

The Provincetown Inn

10/10 Excellent
"The room was very clean with a great view of the water! The on site food/amenities were great with very friendly and attentive staff. It was enjoyable to relax on the chair outside the room along the water. Only issue was that as being 6' 3" the set up of the bathroom was a little tight for me as the sink and toilet positioning made it a little cramped, but with the view I had and everything else with the property I can get over that! I would highly recommend the Provincetown Inn to all!"
Nathaniel 5-night trip
Posted 2 days ago
The Provincetown Inn

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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