The 10 best holiday homes in Osterville, USA | Booking.com
Skip to main content

Holiday Homes in Osterville

Find the holiday homes that appeal to you the most

Holiday Homes for every style

Find the right holiday home for you in Osterville

The best holiday homes in Osterville

Check out our pick of great holiday homes in Osterville

Show all

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Osterville and surroundings in the past month

See all

Save money on holiday homes in Osterville and nearby – budget options available

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a private pool, Swing Set Plunge pool and large yard await is located in Barnstable.

  • Featuring air-conditioned accommodation with a private pool, city view and a patio, Private Saltwater Pool Game Room near Beaches is set in Barnstable.

  • Boasting air-conditioned accommodation with a private pool, 161 Bay Lane Centerville Cape Cod - Bay Breeze is situated in Centerville. A hot tub is available for guests.

  • Bumps River Bungalow

    Centerville
    Budget options available

    Boasting air-conditioned accommodation with a patio, Bumps River Bungalow is situated in Centerville. A hot tub is available for guests.

  • Featuring air-conditioned accommodation with a patio, Unique A Frame Short Drive to Beach is located in Barnstable. Both free WiFi and parking on-site are available at the holiday home free of charge.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 4 reviews

    Featuring air-conditioned accommodation with a private pool, Contemporary Gem with Private Pool is located in Barnstable.

  • Waterfront Walk to Beach

    Barnstable
    Budget options available

    Waterfront Walk to Beach is a beachfront property situated in Barnstable, a few steps from Craigville Beach and 22 km from Sandwich Glass Museum.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Barnstable, 21 km from Sandwich Glass Museum and 22 km from Heritage Museums & Gardens, Spacious Stone Fire Pit Game Room A C offers a garden and air conditioning.

Enjoy breakfast in Osterville and nearby

  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 10 reviews

    Offering a terrace and garden view, Wedgewood Cottage is situated in Barnstable, 45 km from Plimoth Plantation and 49 km from Nauset Lighthouse.

  • Featuring air-conditioned accommodation with a patio, Relaxing Retreat just Minutes to Beach is located in Barnstable.

  • Set 2 km from Craigville Beach, 20 km from Sandwich Glass Museum and 21 km from Heritage Museums & Gardens, 21 Pine Tree Drive Centerville - Centerville Pines offers accommodation located in...

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Offering garden views, Coastal Charm on the Cape is an accommodation situated in Centerville, 20 km from Sandwich Glass Museum and 20 km from Heritage Museums & Gardens.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 2 reviews

    Located in Centerville, 21 km from Heritage Museums & Gardens and 45 km from Plimoth Plantation, 2 Mi to Covells Beach Centerville Home with Deck offers air conditioning.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Centerville, 2.3 km from Craigville Beach and 19 km from Sandwich Glass Museum, Furnished Patio Family-Friendly Cape Cod Home! offers a spa and wellness centre and air conditioning.

  • Situated in Centerville, 2.3 km from Craigville Beach and 19 km from Sandwich Glass Museum, 177 Old Stage Road Centerville - - Family Tides offers a garden and air conditioning.

  • Located in Barnstable, 2.5 km from Craigville Beach and 19 km from Sandwich Glass Museum, Minutes to Craigville Beach Private Patio and Backyard provides spacious air-conditioned accommodation with a...

Research, refine and make plans for your whole trip

Hotels near Logan Airport

Got a stopover, late arrival or early departure? Find hotels conveniently close to the airport.

Hotels near T.F. Green Airport

Perfect for a late arrival or early departure.

Holiday Homes in the United States

Pack a bigger bag and see more of the country.

Cottages in Osterville

More great accommodation options for your trip.

Villas in Osterville

More great accommodation options for your trip.

Hotels with Parking in Osterville

More great accommodation options for your trip.

Family Hotels in Osterville

Explore more great accommodation options in Osterville, starting with family hotels.

Holiday Rentals in Osterville

More great accommodation options for your trip.

Holiday Homes in New York

Discover another destination in the United States.