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

Holiday Rentals in Osterville

Find the holiday rentals that appeal to you the most

The best holiday rentals in Osterville

Check out our pick of great holiday rentals in Osterville

Filter by:

Review score

Portside Tavern

Hyannis (Near Osterville)

Portside Tavern, a property with a bar, is situated in Hyannis, 24 km from Sandwich Glass Museum, 25 km from Heritage Museums & Gardens, as well as 43 km from Nauset Lighthouse.

D
David
From
United Kingdom
Spotlessly clean, comfortable, everything you could possibly need provided. Perfect central location
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 51 reviews
Price from
US$175
1 night, 2 adults

Courtyard Resort

Hyannis (Near Osterville)

Courtyard Resort, a property with barbecue facilities, is set in Hyannis, 1.8 km from Bay View Beach, 24 km from Sandwich Glass Museum, as well as 25 km from Heritage Museums & Gardens.

L
Luciano
From
United States
Very central position. Oth for Hyannis a d Cape Cod.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 124 reviews
Price from
US$107.10
1 night, 2 adults

Village Inn

Yarmouth (Near Osterville)

Located in a historic sea captain's home in Yarmouth, Cape Cod, Village Inn offers free WiFi.

m
mantana
From
Thailand
Exceptional breakfast, sparkling clean room and friendly service.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 171 reviews
Price from
US$169
1 night, 2 adults

Inn on the Sound

Falmouth (Near Osterville)

Featuring a garden and views of sea, Inn on the Sound is a bed and breakfast situated in a historic building in Falmouth, 1.1 km from Bristol Beach.

M
Mark
From
United Kingdom
Fabulous place to stay. Lovely hosts make you feel as if it’s someone’s home you are in.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 100 reviews
Price from
US$239
1 night, 2 adults

Captain Farris House

South Yarmouth (Near Osterville)

Offering free WiFi access, Captain Farris House Bed & Breakfast is located in South Yarmouth, just steps from the shops and restaurants of the town centre.

A
Anthony
From
United Kingdom
The warm welcome by the hosts together with the character of the property.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 95 reviews
Price from
US$199
1 night, 2 adults

The Club at New Seabury

Mashpee (Near Osterville)

Set in Mashpee in the Massachusetts region and South Cape Beach reachable within 1.6 km, The Club at New Seabury offers accommodation with free WiFi, a children's playground, a private beach area and...

C
Caroline
From
United Kingdom
Very comfortable & well equipped with an immaculate golf course setting. Exceptionally helpful staff.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 169 reviews
Price from
US$163.71
1 night, 2 adults

Chapter House

Yarmouth (Near Osterville)

Chapter House has a garden, shared lounge, a terrace and bar in Yarmouth. With free WiFi, this 4-star inn offers a concierge service.

J
JIM
From
United States
Very accommodating. Thanks David Comfy place
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 237 reviews
Price from
US$272.75
1 night, 2 adults

Palmer House Inn

Falmouth (Near Osterville)

Located just 1.9 km from Surf Drive Beach, Palmer House Inn provides accommodation in Falmouth with access to a garden, a terrace, as well as a housekeeping service.

J
James Ambrose
From
Canada
My daughter and grandchildren are in Falmouth. I’ll be a regular visitor.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 reviews
Price from
US$196.80
1 night, 2 adults

Sesuit Harbor House

East Dennis (Near Osterville)

Sesuit Harbor House features a seasonal outdoor swimming pool, garden, a shared lounge and terrace in East Dennis.

J
Jurryt
From
Netherlands
Lovely staff, quite and clean rooms
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 158 reviews
Price from
US$220.64
1 night, 2 adults

Capricorn House

Oak Bluffs (Near Osterville)

Situated in Oak Bluffs, 200 metres from Oak Bluffs Town Beach and 10 km from Edgartown Lighthouse, Capricorn House features accommodation with free WiFi in a historic building.

J
Jeff
From
United States
What a gem and the location is perfect. The owners make you feel right at home. We were sad to leave so soon. The balcony view was simply amazing.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 138 reviews
Price from
US$225
1 night, 2 adults
All holiday rentals in Osterville

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

See all

These holiday rentals in Osterville and nearby have options with free cancellation

  • Courtyard Resort

    Hyannis
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 124 reviews

    Courtyard Resort, a property with barbecue facilities, is set in Hyannis, 1.8 km from Bay View Beach, 24 km from Sandwich Glass Museum, as well as 25 km from Heritage Museums & Gardens.

    From US$159.16 per night
  • 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
    Free cancellation options available

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

  • Contemporary Gem with Private Pool

    Barnstable
    Free cancellation options available
    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.

  • Spacious Stone Fire Pit Game Room A C

    Barnstable
    Free cancellation options available
    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.

  • Long Dell Inn

    Centerville
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 19 reviews

    Situated in Centerville, within 1.4 km of Craigville Beach and 21 km of Sandwich Glass Museum, Long Dell Inn features accommodation with a garden as well as free private parking for guests who drive.

    From US$319.32 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Marstons Mills in the Massachusetts region, Bright Marstons Mills Studio - Near Beaches has a patio. The property is non-smoking and is situated 17 km from Sandwich Glass Museum.

  • 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.

Enjoy breakfast in Osterville and nearby

  • 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 Centerville, 400 metres from Craigville Beach and 22 km from Sandwich Glass Museum, Patio and Walk to Craigville Beach Cape Cod Retreat offers air conditioning.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 7 reviews

    Situated in Centerville, 400 metres from Craigville Beach and 22 km from Sandwich Glass Museum, Modern Cape Cod Cottage Walk to Craigville Beach offers air conditioning.

  • The Cape House

    Cotuit
    Breakfast options
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 7 reviews

    Located in Cotuit, less than 1 km from Ropes Beach and 17 km from Sandwich Glass Museum, The Cape House provides a restaurant and garden views.

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

    Set in Centerville, 19 km from Sandwich Glass Museum and 20 km from Heritage Museums & Gardens, Bike to Beach Centerville Home with Deck! offers air conditioning.

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

    Located in Barnstable, 17 km from Sandwich Glass Museum and 18 km from Heritage Museums & Gardens, Central AC 3 Min Walk to Pond offers air conditioning.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a patio, Centerville Retreat is set in Centerville.

  • Lake Elizabeth Terrace is located in Centerville, 1.2 km from Craigville Beach, 25 km from Sandwich Glass Museum, as well as 25 km from Heritage Museums & Gardens.

Highly rated holiday rentals in Osterville and nearby

  • Portside Tavern

    Hyannis
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 51 reviews

    Portside Tavern, a property with a bar, is situated in Hyannis, 24 km from Sandwich Glass Museum, 25 km from Heritage Museums & Gardens, as well as 43 km from Nauset Lighthouse.

    From US$326.33 per night
  • Little River Manor

    Cotuit
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 8 reviews

    Boasting air-conditioned accommodation with a patio, Little River Manor is situated in Cotuit.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 8 reviews

    Set in Barnstable, 13 km from Sandwich Glass Museum and 14 km from Heritage Museums & Gardens, Bright & Open Central A C Dog Friendly offers a garden and air conditioning.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 5 reviews

    Located in Barnstable, 1.9 km from Orrin Keyes Beach and 24 km from Sandwich Glass Museum, Meet Me at the Cape offers air conditioning.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 30 reviews

    Featuring a spa bath, Renovated & Sophisticated Home Near Beach & Shops! is located in Barnstable. This property offers access to a terrace, free private parking and free WiFi.

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 21 reviews

    Set 500 metres from Orrin Keyes Beach, The Cottages at Captain Gosnold Village offers 3-star accommodation in Hyannis and features a seasonal outdoor swimming pool, a garden and a terrace.

  • Summersea

    Mashpee
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 8 reviews

    Featuring river views, Summersea provides accommodation with a terrace, around 23 km from Sandwich Glass Museum. Guests can benefit from a balcony and a picnic area.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 7 reviews

    Boasting air-conditioned accommodation with a patio, Hyannis Beach House is situated in Hyannis.