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

Find Hotels with a Pool in Dennis, MA

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Check availability on Dennis Hotels with a Pool

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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.
$241 nightly
$276 total
Oct 4 - Oct 5
Total with taxes and fees
Sesuit Harbor House
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 building with a blue awning labeled "GRILLROOM" and a covered outdoor seating area with white benches.
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.

2. 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.
$96 nightly
$110 total
Oct 12 - Oct 13
Total with taxes and fees
Blue Rock Resort
A nighttime pool area with lounge chairs and a lifebuoy.
A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.
A two-story building with a white picket fence, a 'No Lifeguard on Duty' sign, and a 'Shallow Water No Diving' warning sign.
A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

3. The Escape Inn

The Escape Inn
Bass River
  • Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
$94 nightly
$107 total
Oct 1 - Oct 2
Total with taxes and fees
The Escape Inn
An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.
A gym with various exercise equipment, large windows, and a view of the outside.
A two-story building with a black awning reading "AllSeasons Resort on Cape Cod."
A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.

4. 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.
$109 nightly
$125 total
Oct 12 - Oct 13
Total with taxes and fees
All Seasons Resort, Trademark Collection by Wyndham
An indoor swimming pool with clear water, surrounded by wooden walls and a lifebuoy on the wall.
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.
A hotel with a row of windows, a parking lot, and a garden with marigold flowers.

5. 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.
$119 nightly
$135 total
Oct 13 - Oct 14
Total with taxes and fees
Ambassador Inn & Suites
A swimming pool with blue lounge chairs aligned along the edge.
A reception area with a blue and white color scheme, a map on the wall, and a bookshelf filled with travel brochures.
A wooden picnic table with a white umbrella, surrounded by greenery and a blue wall.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

6. GuestLodge

GuestLodge
West Dennis
  • Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.
$72 nightly
$83 total
Oct 1 - Oct 2
Total with taxes and fees
GuestLodge
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
A hotel reception desk with marble countertops, wooden paneling, and pendant lighting.
A hotel room with two beds, a desk with a TV, a chair, and a large tapestry on the wall.
A modern lounge area with seating, a bar, and a television.

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.
$101 nightly
$116 total
Oct 21 - Oct 22
Total with taxes and fees
Aiden by Best Western Cape Cod - West Yarmouth
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A hotel room with two beds, a desk, a television, and a window with curtains.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.

8. 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.
$88 nightly
$101 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Hill Inn & Suites
An indoor swimming pool with a blue ceiling and white poolside chairs.
A row of white buildings with balconies, outdoor seating, and flower beds.
An outdoor seating area with wooden furniture and a fire pit, surrounded by trees and a gravel path.
A decorative shark sculpture with the text "Cape Sands Inn" at a beachside location.

9. Cape Sands Inn

Cape Sands Inn
West Yarmouth
  • Dive into year-round aquatic bliss with indoor and seasonal outdoor pools, complemented by a relaxing hot tub and sauna.
$79 nightly
$90 total
Sep 27 - Sep 28
Total with taxes and fees
Cape Sands Inn
A pool area with lounge chairs, a hot tub, and string lights.
A room with arcade games, a TV, a large window, and a plant.
A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.
A modern living room with a large blue sectional sofa, a woven coffee table, and a large window offering a view of the street.

10. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
  • Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.
$98 nightly
$112 total
Sep 29 - Sep 30
Total with taxes and fees
Dennis Port Surf Club (Boutique Hotel)
View all properties

Choose what matters most at hotels with a pool in Dennis

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Dennis Hotel Reviews

Riviera Beach Resort

Riviera Beach Resort

8/10 Good
"room was very clean and slept great! We used our hotel room as home base but were out doing things the whole day so we only really slept there but it treated us well. Wish there was free breakfast and maybe a little gym but it was great"
Angela 2-night trip
Posted 1 hour ago
Riviera Beach Resort
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"a smoking area with chairs would be nice"
Donald 3-night trip
Posted 2 hours ago
Margaritaville Resort Cape Cod
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Overall a good place to stay. The rooms could use an update and the tv upgraded from analog. The staff was very helpful and the room was very clean, also the pool was very nice."
Lisa 2-night trip
Posted 4 hours ago
Holiday Hill Inn & Suites
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent
"Very friendly staff. Great breakfast ."
Joyce 3-night trip
Posted 18 hours ago
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Great experience"
Joy 1-night trip
Posted 22 hours ago
The Villages at Ocean Edge
Red Jacket Beach Resort

Red Jacket Beach Resort

8/10 Good
"Taking an elderly person with a walker is hard enough. The room with a view for an overnight was so wonderful but the bathroom was not conducive to the needs of my mom. We managed but I would not suggest the oceanfront rooms for people with physical disabilities. Even the one step up on a first floor might be hard for some one with just a wheelchair. But again the ocean was a wonderful view. Coffee was not the greatest and powdered milk not a fan. We had three scheduled to be in the room they only gave us two coffee. Room had a very musty smell as if it had been closed up for a long time."
Denise 1-night trip
Posted 3 days ago
Red Jacket Beach Resort
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"At the end of day to watch tv thru satellite dish is no good the reception and colors streak across screen so often you have to just shut off."
Russell 3-night trip
Posted 4 days ago
All Seasons Resort, Trademark Collection by Wyndham

Frequently asked questions

What are the best hotels in Dennis with outdoor pools?
Sesuit Harbor House is a charming 3-star hotel that stands out with its inviting outdoor pool, highly praised by travellers for its lovely atmosphere. Guests have rated it an impressive 9.6, highlighting the wonderful rooms and friendly service that make for a delightful stay. The hotel also offers complimentary bicycles, making it easy for families to explore the scenic surroundings, and free self-parking and WiFi add to the convenience.Another great option is Kingfisher Lodging, which boasts an outdoor pool and has earned a solid review rating of 9.0. This hotel provides essential amenities like free toiletries, self-parking, and WiFi, suiting families seeking a blend of comfort and practicality during their adventures in Dennis.
How much does a hotel with outdoor pool in Dennis cost?
Enjoy staying in a hotel in Dennis with an outdoor pool. You can find a great deal from $83 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Dennis hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Dennis for you.

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