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Search results; Over 1,000 homes in Osterville, Barnstable

Guest favourite
Home in Barnstable
Osterville Retreat – A/C, WiFi & Pet-Friendly
4 bedrooms, 4 beds, 3.5 bathrooms
4–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Barnstable
Sam Pond Oasis w/Grill, Patio, Beach Pass
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 69 reviews
Guest favourite
Cottage in Barnstable
"Snug" cottage near town, pond and ocean beaches.
1 bedroom, 2 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Barnstable
Steps away from Downtown Osterville!
4 bedrooms, 7 beds, 2 bathrooms
4–9 Sept
4.9 out of 5 average rating, 20 reviews
Luxe
Home in Barnstable
Brand New Osterville Luxury Estate
6 bedrooms, 11 beds, 6 bathrooms
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Barnstable
Spacious Cape getaway near iconic Craigville Beach
3 bedrooms, 5 beds, 2 bathrooms
5–10 Sept
4.91 out of 5 average rating, 22 reviews
Guest favourite
Home in Barnstable
Osterville 4BR, Hot Tub, Beach Pass, Walk to Pond
4 bedrooms, 8 beds, 3 bathrooms
27 Aug – 1 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in Barnstable
Newly Renovated Cape, walk to Osterville
4 bedrooms, 6 beds, 3 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 41 reviews
Home in Barnstable
Cape Cod Retreat, Osterville Beach Pass, 3 Bdr
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Aug
Guest favourite
Home in Barnstable
Charming Cape House Walking distance to Village
2 bedrooms, 3 beds, 1.5 bathrooms
26 Aug – 1 Sept
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Home in Marstons Mills
Green Haven•Heated Pool•HotTub•Playground
4 bedrooms, 8 beds, 3 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Bungalow in Cotuit
Cozy Cape Cod Beach House Bungalow
1 bedroom, 1 bed, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 73 reviews
Guest favourite
Home in Barnstable
Private Waterfront Escape | Kayaks + Firepit
2 bedrooms, 2 queen beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Marstons Mills
Cape Cod Cotuit Cottage, 3 Bed Near Beaches
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 228 reviews
Superhost
Flat in Barnstable
Relaxing Osterville getaway
1 bedroom, 1 bed, 1 bathroom
26–31 Aug
Top guest favourite
Home in Barnstable
Osterville- New Renovation, Central AC, Beach Pass
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Barnstable
4 bedroom Cape in private neighborhood
4 bedrooms, 9 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 45 reviews
Superhost
Home in Barnstable
Panoramic Bali-Style Retreat on Wequaquet Lake!
6 bedrooms, 10 beds, 5.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 4 reviews