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Holiday homes in Osterville (Page 8)

Enjoy your stay and find the best Holiday homes in Osterville at affordable prices

Searching for a holiday home in Osterville (Massachusetts)? Explore a great selection of vacation homes in Osterville to find the one that best fits to your needs, starting from $81 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Osterville and region (20 miles)
Island Getaway in Oak Bluffs, USA

Island Getaway

Holiday home in Oak Bluffs near Osterville, Massachusetts
Set in Oak Bluffs, 1.2 km from Eastville Beach and 2.5 km from Inkwell Beach, Island Getaway offers free WiFi and air conditioning.
  • Parking

Okay 7 Reviews 5.9

from $480.00 Show details »

Sweet Victory in Harwich Port, USA

Sweet Victory

Holiday home in Harwich Port near Osterville, Massachusetts
Situated in Harwich Port, 2.1 km from Bank Street Beach, Sweet Victory features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

no reviews

from $320.00 Show details »

Sunset Meadows in Oak Bluffs, USA

Sunset Meadows

Holiday home in Oak Bluffs near Osterville, Massachusetts
Sunset Meadows offers accommodation in Oak Bluffs.
  • Parking

Pleasant 1 Reviews 7.0

from $303.67 Show details »

Winthrop Cottage in Oak Bluffs, USA

Winthrop Cottage

Holiday home in Oak Bluffs near Osterville, Massachusetts
Located in Oak Bluffs, 1 km from Inkwell Beach and 1.2 km from Oak Bluffs Town Beach, Winthrop Cottage provides air-conditioned accommodation with a p...
  • Parking

Pleasant 9 Reviews 6.2

from $350.33 Show details »

Vineyard Haven in Oak Bluffs, USA

Vineyard Haven

Holiday home in Oak Bluffs near Osterville, Massachusetts
Vineyard Haven features a patio and is situated in Oak Bluffs, within just 1.4 km of Inkwell Beach and 1.5 km of Oak Bluffs Town Beach.
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $393.00 Show details »

Cape Harbor Retreat in Harwich Port, USA

Cape Harbor Retreat

Holiday home in Harwich Port near Osterville, Massachusetts
Located in Harwich Port, 1.9 km from Bank Street Beach and 3 km from Sea Street Beach, Cape Harbor Retreat offers free WiFi and air conditioning.
  • Parking

no reviews

from $337.33 Show details »

Buttermilk Cottage in Cape Cod Steps to Beach in Wareham, USA

Buttermilk Cottage in Cape Cod Steps to...

Holiday home in Wareham near Osterville, Massachusetts
Located in Wareham, 17 km from Heritage Museums & Gardens, 17 km from Sandwich Glass Museum and 34 km from Plimoth Plantation, Renovated Buttermilk Co...
  • Parking
  • Pets allowed

no reviews

from $247.33 Show details »

Sunny Side Up in Oak Bluffs, USA

Sunny Side Up

Holiday home in Oak Bluffs near Osterville, Massachusetts
Located in Oak Bluffs, 1.8 km from Eastville Beach and 2.4 km from Inkwell Beach, Sunny Side Up offers free WiFi, a garden and air conditioning.

Pleasant 4 Reviews 6.5

from $415.14 Show details »

Vineyard Haven House - Easy Access to Beaches in Vineyard Haven, USA

Vineyard Haven House - Easy Access to Be...

Holiday home in Vineyard Haven near Osterville, Massachusetts
Located 600 metres from Tisbury Town Beach, less than 1 km from Owen Park Beach and 15 km from Edgartown Lighthouse, Vineyard Haven House - Easy Acces...
  • Parking

Very poor 2 Reviews 2.0

from $223.00 Show details »

Cozy Vineyard Haven Cottage Less Than 1 Mi to Beach! in Vineyard Haven, USA

Cozy Vineyard Haven Cottage Less Than 1...

Holiday home in Vineyard Haven near Osterville, Massachusetts
Located in Vineyard Haven, 600 metres from Tisbury Town Beach, less than 1 km from Owen Park Beach and 15 km from Edgartown Lighthouse, Cozy Cottage o...
  • Parking

no reviews

from $170.00 Show details »

Perfect Cape Cottage in Falmouth, USA

Perfect Cape Cottage

Holiday home in Falmouth near Osterville, Massachusetts
Situated in Falmouth, 1.7 km from Stony Beach, Perfect Cape Cottage features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Pleasant 1 Reviews 6.0

from $256.00 Show details »

Island Breeze in Oak Bluffs, USA

Island Breeze

Holiday home in Oak Bluffs near Osterville, Massachusetts
Island Breeze is situated in Oak Bluffs, 2.6 km from Eastville Beach, and features a patio, garden, and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $404.67 Show details »

On Island Time in Vineyard Haven, USA

On Island Time

Holiday home in Vineyard Haven near Osterville, Massachusetts
Located in Vineyard Haven, 1.1 km from Owen Park Beach and 1.3 km from Tisbury Town Beach, On Island Time offers free WiFi, a garden and air condition...
  • Parking
  • Pets allowed

Good 4 Reviews 7.7

from $473.00 Show details »

Brooks Hole in Falmouth, USA

Brooks Hole

Holiday home in Falmouth near Osterville, Massachusetts
Situated in Falmouth, 1 km from Stony Beach and 37 km from Heritage Museums & Gardens, Brooks Hole features air-conditioned accommodation with a patio...
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Passable 2 Reviews 5.0

from $230.86 Show details »

Onset Grove in Onset, USA

Onset Grove

Holiday home in Onset near Osterville, Massachusetts
Situated in Onset, 1.6 km from Shell Point Beach and 18 km from Heritage Museums & Gardens, Onset Grove offers free WiFi, a garden and air conditionin...
  • Parking
  • Pets allowed

Pleasant 1 Reviews 6.0

from $295.97 Show details »

Bogey Bay Bungalow in Harwich Port, USA

Bogey Bay Bungalow

Holiday home in Harwich Port near Osterville, Massachusetts
Situated in Harwich Port, 1.5 km from Bank Street Beach and 28 km from Nauset Lighthouse, Bogey Bay Bungalow offers free WiFi and air conditioning.
  • Parking

Exceptional 1 Reviews 10.0

from $302.29 Show details »

Coral Garden in Plymouth, USA

Coral Garden

Holiday home in Plymouth near Osterville, Massachusetts
Set in Plymouth, 18 km from Heritage Museums & Gardens, Coral Garden offers accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Electric vehicle charging station

no reviews

from $215.33 Show details »

Seaside Sanctuary in Harwich, USA

Seaside Sanctuary

Holiday home in Harwich near Osterville, Massachusetts
Set in Harwich, 700 metres from Bank Street Beach, Seaside Sanctuary offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $189.00 Show details »

Cape Escape in Harwich Port, USA

Cape Escape

Holiday home in Harwich Port near Osterville, Massachusetts
Located in Harwich Port, within less than 1 km of Bank Street Beach and 29 km of Nauset Lighthouse, Cape Escape offers accommodation with free WiFi, a...
  • Parking

no reviews

from $226.00 Show details »

Coastal Hideaway in Harwich Port, USA

Coastal Hideaway

Holiday home in Harwich Port near Osterville, Massachusetts
Located in Harwich Port, 500 metres from Bank Street Beach and 29 km from Nauset Lighthouse, Coastal Hideaway offers free WiFi and air conditioning.
  • Parking
  • Pets allowed

no reviews

from $212.00 Show details »

Peaceful Oasis in Harwich Port, USA

Peaceful Oasis

Holiday home in Harwich Port near Osterville, Massachusetts
Set in Harwich Port, 2 km from Bank Street Beach and 28 km from Nauset Lighthouse, Peaceful Oasis offers accommodation with free WiFi, air conditionin...
  • Parking
  • Pets allowed

no reviews

from $241.67 Show details »

Vineyard Gem Less Than 2 Mi to Beach and Oak Bluffs! in Oak Bluffs, USA

Vineyard Gem Less Than 2 Mi to Beach and...

Holiday home in Oak Bluffs near Osterville, Massachusetts
Vineyard Gem Less Than 2 Mi to Beach and Oak Bluffs! is situated in Oak Bluffs.
  • Parking

no reviews

from $412.00 Show details »

Vineyard Artist's Haven in Vineyard Haven, USA

Vineyard Artist's Haven

Holiday home in Vineyard Haven near Osterville, Massachusetts
Vineyard Artists Haven is located in Vineyard Haven, less than 1 km from Tisbury Town Beach and a 11-minute walk from Owen Park Beach, in an area wher...
  • Parking

Very good 1 Reviews 8.0

from $316.67 Show details »

Village Cape in Harwich, USA

Village Cape

Holiday home in Harwich near Osterville, Massachusetts
Set in Harwich, 700 metres from Bank Street Beach, Village Cape offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $169.33 Show details »

Harwich Roses in Harwich, USA

Harwich Roses

Holiday home in Harwich near Osterville, Massachusetts
Situated in Harwich, 600 metres from Bank Street Beach, Harwich Roses features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $268.43 Show details »

Number of Holiday homes in Osterville 231
Number of guest ratings 1
Average price per night $294.82
Lowest price per night $81.00
Highest price per night $1.335.33

Most popular Holiday-homes in Osterville

The most popular Holiday-homes in Osterville based on average guest rating (Top 10).

Cheapest Holiday-homes in Osterville

The cheapest Holiday-homes in Osterville based on room rate per night (Top 10).

Most booked Holiday-homes in Osterville

The most booked Holiday-homes in Osterville based on popularity with guests (Top 10).

Holiday homes in Osterville (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Osterville can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Osterville for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Osterville should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com