A storefront with a sign reading "Nancy's Candy" and a large American flag.

Hotels with Swimming Pool in Dennis, Massachusetts

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Check availability on Dennis Hotels with Swimming Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Dennis hotels with a pool

A backyard with a swimming pool, red Adirondack chairs, and a stone table.
A double room with two beds, a small table with a lamp, a refrigerator, and a window with curtains.
Two people seated on red chairs at a stone fire pit with a house in the background.
A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

1. Sesuit Harbor House

Sesuit Harbor House
Dennis
  • Splash into Cape Cod charm at this poolside paradise with family-friendly waters and picnic baskets to go.
P16,810
P19,240 total
includes taxes & fees
Oct 11 - Oct 12
Sesuit Harbor House
A nighttime pool area with lounge chairs and a lifebuoy.
A two-story building with a white picket fence, a 'No Lifeguard on Duty' sign, and a 'Shallow Water No Diving' warning sign.
A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.
A sign for the Escape Inn Hotel with the address 1237.

2. The Escape Inn

The Escape Inn
Bass River
  • Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
P5,322
P6,091 total
includes taxes & fees
Nov 3 - Nov 4
The Escape Inn
An indoor swimming pool with clear water, surrounded by wooden walls and a lifebuoy on the wall.
A hotel room with a large bed, a headboard with built-in lighting, a bedside table with a phone and a remote control, and a wall-mounted painting of a beach scene.
A two-story building with a sign for 'Ambassador Inn & Suites'.
A reception area with a wooden counter, a red mat, and a painting of a bridge.

3. Ambassador Inn & Suites

Ambassador Inn & Suites
Bass River
  • Soothing indoor pool and seasonal outdoor oasis awaits in this fully renovated Cape Cod retreat, minutes from beautiful beaches.
P7,732
P9,383 total
includes taxes & fees
Oct 12 - Oct 13
Ambassador Inn & Suites
Two children in a swimming pool.
A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.
A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.
A building with a blue awning labeled "GRILLROOM" and a covered outdoor seating area with white benches.

4. Blue Rock Resort

Blue Rock Resort
South Yarmouth
  • Enjoy peaceful days by a seasonal outdoor pool surrounded by manicured gardens at this tranquil Cape Cod retreat.
P5,952
P6,881 total
includes taxes & fees
Oct 13 - Oct 14
Blue Rock Resort
An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.
A two-story building with a black awning reading "AllSeasons Resort on Cape Cod."
A gym with various exercise equipment, large windows, and a view of the outside.
A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.

5. All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
Bass River
  • Immerse in year-round aquatic bliss at this family-friendly resort with indoor and seasonal outdoor pools plus a relaxing hot tub.
P6,214
P7,864 total
includes taxes & fees
Oct 12 - Oct 13
All Seasons Resort, Trademark Collection by Wyndham
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A miniature golf course with two holes, a small pond, and a wooden bridge.
A hotel room with two beds, a desk, a television, and a window with curtains.

6. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
  • Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.
P8,981
P10,279 total
includes taxes & fees
Oct 9 - Oct 10
Holiday Hill Inn & Suites
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
A modern lounge area with seating, a bar, and a television.
A hotel room with two beds, a desk with a TV, a chair, and a large tapestry on the wall.
A modern hotel with a covered entrance, landscaped gardens, and a two-story structure.

7. Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
West Yarmouth
  • Swim in serenity at a beachside oasis with both indoor and seasonal outdoor pools.
P6,882
P7,876 total
includes taxes & fees
Nov 8 - Nov 9
Aiden by Best Western Cape Cod - West Yarmouth
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.
A hotel room with a bed, a chair, a table with two glasses of wine, a lamp, and a window with a view of a lake.
A beach scene with a directional signpost and beach chairs.
A beachside table with two chairs, a blue umbrella, and a white tablecloth.

8. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
  • Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.
P4,833
P6,250 total
includes taxes & fees
Nov 2 - Nov 3
Bayside Resort Hotel
An indoor swimming pool with clear signage, lounge chairs, and a tiled floor.
A hotel room with a bed, desk, chair, TV, and a bathroom with a bathtub and toilet.
A reception area with a sign reading "Welcome to the Patriot State" and a counter with a "Hilton" sign.
A breakfast bar with waffle makers, a fruit bowl, and a coffee station.

9. Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth
West Yarmouth
  • Splash between seasons with dual pools and poolside bar in Cape Cod's West Yarmouth hotel.
P6,882
P7,876 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn & Suites Cape Cod-West Yarmouth
A swimming pool with a fountain, surrounded by greenery and a gazebo.
A two-story building with a sign reading "The Orchard House."
A dining area with a round table, chairs, and a buffet.
A bedroom with a fireplace, two armchairs, a bed, and a view of the outdoors.

10. Brewster by the Sea Inn

Brewster by the Sea Inn
West Brewster
  • Dreamy seasonal pool perfect for sun-soaked afternoons in this enchanting Cape Cod retreat.
P19,080
P21,837 total
includes taxes & fees
Nov 4 - Nov 5
Brewster by the Sea Inn
View all properties

Choose what matters most at hotels with a pool in Dennis

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Dennis Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

8/10 Good
"The hotel is older so the outside is a little weathered but the room was updated and very clean and the staff was so nice. For the price, which was great, I would recommend staying here. It's also a short walk to the holiness ferry terminal which was very convenient."
Pamela 2-night trip
Posted 5 hours ago
Hyannis Travel Inn
Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Always, the best!"
Elizabeth 2-night trip
Posted 7 hours ago
Red Jacket Beach Resort
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Very happy"
Sharon 1-night trip
Posted 1 day ago
Hyannis Plaza Hotel
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent
"This is the perfect little place to stay. Everything was very clean, staff was all very friendly! Will 100% be going back and staying here again!!!"
Molly 2-night trip
Posted 2 days ago
The Corsair & Cross Rip Oceanfront Resort
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Comfortable room. Great view. The adjoining room door did not lock."
Delene 2-night trip
Posted 3 days ago
Cape Sands Inn

Frequently asked questions

What are some accommodations with pools in Dennis?
Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Features a children's pool, an indoor pool, and a water park. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Offers a seasonal outdoor pool, an indoor pool, and 2 pool bars. Uncommoner Hotel by Reverie Boutique Collection: Hotel located near Hyannis Harbor. Provides a seasonal outdoor pool, an indoor pool, and 2 bars. Lighthouse Inn: Hotel, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Holiday Inn Express Hyannis Cape Cod by IHG: Hotel located near Hyannis Harbor. Offers a children's pool, an indoor pool, and a sauna.
What is there to see and do in Dennis?
Spend some time experiencing the great outdoors at Bayview Beach and Corporation Beach. During your stay, check out sights such as Mayflower Beach, Cape Cod Beaches, and Cape Cod Museum of Art.
When is the best time to book a hotel with a pool in Dennis?
Taking into account the local weather in Dennis can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Dennis is 48 inches.

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