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Check availability on Osterville Family-Friendly Hotels

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Osterville Family-Friendly Hotels

Outdoor dining
Bayside Resort Hotel

Bayside Resort Hotel

3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1533)
"Great place..Friday wonderful breakfast, clean as always. Have stayed here 6 timmes Never disappointed "
United States
Donna
The price is 1.845.550 ₫
2.414.243 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Bayside Resort Hotel
Exterior
Cape Sands Inn

Cape Sands Inn

2.5 star property
West Yarmouth
8.2 out of 10, Very good, (1018)
"I love this hotel clean good up keep "
United States
Jerome
The price is 1.966.565 ₫
2.250.780 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Cape Sands Inn
Front of property
Sandwich Inn and Suites

Sandwich Inn and Suites

2.5 star property
Sandwich
8.8 out of 10, Excellent, (1011)
"The room was very clean and spacious for the price. This was SUCH a cute little spot! Amazing coffee in the morning as well. "
United States
Tahirih
The price is 2.610.135 ₫
2.987.155 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Sandwich Inn and Suites
Reception
AutoCamp Cape Cod

AutoCamp Cape Cod

4.0 star property
Falmouth
9.4 out of 10, Exceptional, (300)
"Overall we enjoyed our stay.. "
United States
Mardia
The price is 4.139.305 ₫
5.793.709 ₫ total
includes taxes & fees
30 Dec - 31 Dec
AutoCamp Cape Cod
Indoor pool, seasonal outdoor pool, pool loungers
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
Oceanfront Efficiency, 1 King Bed | Premium bedding, down duvets, iron/ironing board, free WiFi
Chatham Tides

Chatham Tides

2.5 star property
South Chatham
9.4 out of 10, Exceptional, (664)
"Relaxed vibe, no pretentious, great sunlight! "
United States
Margaret
The price is 4.010.116 ₫
4.589.578 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Chatham Tides
BBQ/picnic Area
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, (303)
"My room was very clean. The staff were friendly."
United States
Shanique
The price is 2.372.850 ₫
3.077.850 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
All Seasons Resort, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 star property
North Falmouth
8.0 out of 10, Very good, (241)
"The room was very clean and the staff was friendly. It is our go to anniversary spot. "
United States
Marci
The price is 2.827.646 ₫
4.745.109 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Sea Crest Beach Resort
Exterior
Inn on the Square

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1015)
"Great location!"
United States
John
The price is 3.000.232 ₫
4.050.180 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Inn on the Square
2 indoor pools, 3 outdoor pools, pool loungers
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4.0 star property
Brewster
8.2 out of 10, Very good, (1000)
"Amazing stay and location! "
United States
Joanne
The price is 3.875.655 ₫
5.944.555 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Mansion at Ocean Edge
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.
View all properties

Top Osterville Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Clean room "
Nakiiya 2-night trip
Posted 11 days ago
Iris Hotel Cape Cod

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Frequently asked questions

What's Osterville like for family-friendly holidays?
If you've been thinking about a holiday with your children, Osterville is a good choice. There are some interesting activities that the entire family might enjoy. Arrange a flight into Hyannis, MA (HYA-Barnstable Municipal), which is the closest airport, or Vineyard Haven, MA (MVY-Martha's Vineyard), which is located 20.2 mi (32.5 km) from the city centre.
When's the best time to book a family-friendly holiday in Osterville?
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 Osterville is 1328 mm.
What's there to see and do with your family in Osterville?
While you and your family are visiting Osterville, you may want to explore some child-friendly attractions such as Stand Up & Paddle Cape Cod and Main Street. Make sure that you have lots of time for activities such as Cotuit Center for the Arts and Cape Cod Melody Tent.