Hotels with Pool & Resorts in South Dennis from AU$124

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Check availability on South Dennis Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for South Dennis hotels with a pool

Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers
Chatham Wayside Inn

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (609)
"Yes, lovely place to stay."
United States
Angela
Chatham Wayside Inn
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.0 out of 10, Good, (975)
"good stay for night"
United States
David
The price is AU$124
includes taxes & fees
26 Jan - 27 Jan 2026
Hyannis Plaza Hotel
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Bayside Resort Hotel

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1522)
"Reception staff was warm and welcoming! "
United States
Liza
Bayside Resort Hotel
Property grounds
The Escape Inn

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (660)
"Great place"
United States
Karim
The price is AU$137
includes taxes & fees
9 Jan - 10 Jan 2026
The Escape Inn
Indoor pool
Cape Cod Hotel

Cape Cod Hotel

Cape Cod Hotel
2.5 star property
Hyannis
7.4 out of 10, Good, (1000)
"Great stay"
United States
Vanuze
The price is AU$184
includes taxes & fees
1 Jan - 2 Jan 2026
Cape Cod Hotel
Indoor pool, seasonal outdoor pool, pool loungers
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
3.0 star property
West Yarmouth
8.0 out of 10, Very good, (1001)
"Nice room and nice staff"
United States
Jessica
The price is AU$162
includes taxes & fees
31 Dec - 1 Jan 2026
Aiden by Best Western Cape Cod - West Yarmouth
View from property
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
3.0 star property
Bass River
8.4 out of 10, Very good, (306)
"My room was very clean. The staff were friendly."
United States
Shanique
The price is AU$166
includes taxes & fees
25 Jan - 26 Jan 2026
All Seasons Resort, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool, pool loungers
Ambassador Inn & Suites

Ambassador Inn & Suites

Ambassador Inn & Suites
3.0 star property
Bass River
8.6 out of 10, Excellent, (629)
"I love staying here. "
United States
Jacqueline
Ambassador Inn & Suites
Exterior
Cape Sands Inn

Cape Sands Inn

Cape Sands Inn
2.5 star property
West Yarmouth
8.2 out of 10, Very good, (1014)
"Clean room courteous staff and easy check in "
United States
Linda
The price is AU$127
includes taxes & fees
28 Dec - 29 Dec
Cape Sands Inn
Indoor pool
Courtyard Resort

Courtyard Resort

Courtyard Resort
2.0 star property
Hyannis
8.2 out of 10, Very good, (46)
"Clean and inexpensive"
United States
Robert
The price is AU$186
includes taxes & fees
23 Jan - 24 Jan 2026
Courtyard Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Dennis Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"After initial hiccup with the room which was taken care off - room was beautiful as well as the Inn. Best location on Main Street in Chatham. "
Emma 1-night trip
Posted 3 days ago
Chatham Wayside Inn

Frequently asked questions

What are some accommodation options with pools in South Dennis?
Fairfield Inn & Suites by Marriott Cape Cod Hyannis: Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Margaritaville Resort Cape Cod: Offers a children's pool, an outdoor pool and a water park. Cape Sands Inn: Provides a seasonal outdoor pool, an indoor pool and a sauna. Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool and a full-service spa. Red Jacket Beach Resort: Hotel, 1-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach.
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 the local weather in South Dennis into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for South Dennis is 1223 mm.