
Holiday houses in Osterville
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Top-rated holiday rentals in Osterville
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Osterville holiday rentals
Other great holiday rentals in Osterville
Guest favourite

Home in Barnstable
4.98 out of 5 average rating, 99 reviewsCape Cod Beach House -Beach Pass Included!
Guest favourite

Cottage in Centerville
4.94 out of 5 average rating, 35 reviewsBright beachy 2 kings+sleeper.Linens/beach pass
Top Guest favourite

Home in Centerville
5 out of 5 average rating, 44 reviewsLake charm
Top Guest favourite

Home in Barnstable
4.98 out of 5 average rating, 48 reviewsPrivate Lake Beach | Spectacular Views & Amenities
Top Guest favourite

Home in Barnstable
5 out of 5 average rating, 19 reviewsWedgewood Cottage (Available Year Round!)
Top Guest favourite

Home in Barnstable
5 out of 5 average rating, 62 reviewsSpacious 2k sqft, cozy & charming with Central Air
Guest favourite

Bungalow in Centerville
5 out of 5 average rating, 56 reviewsSpacious 4 BR Beach House Perfect for the Family
Guest favourite

Home in Barnstable
4.91 out of 5 average rating, 23 reviewsPet friendly Cotuit Charmer- 5min drive from beach
Quick stats about holiday rentals in Osterville
Total rentals
150 properties
Nightly prices starting at
$117 NZD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Rentals with a fire pit Osterville
- Rentals with outdoor seating Osterville
- Rentals with beach access Osterville
- Rentals with a patio Osterville
- Rentals with a washing machine and dryer Osterville
- Rentals with a fireplace Osterville
- Rentals with pools Osterville
- House rentals Osterville
- Fitness-friendly rentals Osterville
- Pet-friendly rentals Osterville
- Family-friendly rentals Osterville
- Cape Cod
- Mayflower Beach
- Cape Cod National Seashore
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Easton Beach
- Coast Guard Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Second Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Island Park Beach
- Nauset Beach
- Lighthouse Beach
- South Shore Beach
- Inman Road Beach
- The Breakers
- Town Neck Beach
- Minot Beach
- Cape Cod Inflatable Park