The Best Hotels with a Pool in South Dennis, MA from NT$2,908 in 2026

Q: What are some accommodations with pools in South Dennis?

Margaritaville Resort Cape Cod : Resort located near Hyannis Harbor. Offers a children's pool, an outdoor pool, and a water park. Chatham Bars Inn : Resort, 4-minute walk from Cape Cod Beaches. Provides a private beach, a seasonal outdoor pool, and a full-service spa. Chatham Wayside Inn : Hotel, 11-minute walk from Cape Cod Beaches. Features daily, a seasonal outdoor pool, and free self parking. Courtyard Resort : Hotel, 14-minute walk from Hyannis Harbor. Offers free self parking, an indoor pool, and complimentary wireless internet access. Freebird Motor Lodge by Reverie Boutique Collection : Features a seasonal outdoor pool, an indoor pool, and a snack bar/deli.

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Our top choices for South Dennis hotels with a pool

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.

NT$5,311 total

includes taxes & fees

Feb 25 - Feb 26

The Club at New Seabury

New Seabury

Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.

NT$5,889 total

includes taxes & fees

Mar 4 - Mar 5

The Escape Inn

Bass River

Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.

NT$2,908 total

includes taxes & fees

Feb 26 - Feb 27

Anchor In Distinctive Waterfront Lodging

Hyannis

Plunge into seaside splendor at this waterfront hotel's seasonal outdoor pool offering harbor views and complimentary loungers.

NT$5,149 total

includes taxes & fees

Feb 26 - Feb 27

Indoor pool, seasonal outdoor pool, sun loungers

Aiden by Best Western Cape Cod - West Yarmouth

West Yarmouth

Swim in serenity at a beachside oasis with both indoor and seasonal outdoor pools.

NT$2,963 total

includes taxes & fees

Mar 10 - Mar 11

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Bayside Resort Hotel

West Yarmouth

Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.

NT$3,723 total

includes taxes & fees

Mar 2 - Mar 3

Rodeway Inn Orleans - Cape Cod

Orleans

Splash into refreshing luxury with a clean, spacious pool perfect for sunny Cape Cod afternoons.

NT$3,777 total

includes taxes & fees

Mar 9 - Mar 10

Cape Cod Hotel

Hyannis

Splash into an aquatic escape at this Cape Cod hotel featuring both an indoor pool and dedicated children's pool for all-ages fun.

NT$3,137 total

includes taxes & fees

Mar 10 - Mar 11

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

Breakfast included

Ocean view

Top South Dennis Hotel Reviews

Anchor In Distinctive Waterfront Lodging

10/10 Excellent

"Nice staff"

Frequently asked questions

What are some accommodations with pools in South Dennis?

Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Offers a children's pool, an outdoor pool, and a water park. Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Provides a private beach, a seasonal outdoor pool, and a full-service spa. Chatham Wayside Inn: Hotel, 11-minute walk from Cape Cod Beaches. Features daily, a seasonal outdoor pool, and free self parking. Courtyard Resort: Hotel, 14-minute walk from Hyannis Harbor. Offers free self parking, an indoor pool, and complimentary wireless internet access. Freebird Motor Lodge by Reverie Boutique Collection: Features a seasonal outdoor pool, an indoor pool, and a snack bar/deli.

What is there to see and do in South Dennis?

Spend some time experiencing the great outdoors at Cape Cod Rail Trail and Cape Cod Beaches. Discover sights such as Crowe's Pasture during your stay.

When is the best time to book a hotel with a pool in South Dennis?

Taking into account the local weather in South Dennis 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 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for South Dennis is 48 inches.

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