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Holiday homes in Osterville (Page 9)

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)
The Spray in Harwich Port, USA

The Spray

Holiday home in Harwich Port near Osterville, Massachusetts
Situated in Harwich Port, 600 metres from Bank Street Beach, The Spray features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Fabulous 11 Reviews 8.9

from $356.33 Show details »

Sea la Vie in Harwich, USA

Sea la Vie

Holiday home in Harwich near Osterville, Massachusetts
Located in Harwich, within 600 metres of Bank Street Beach and 3 km of Red River Beach, Sea la Vie offers accommodation with free WiFi, air conditioni...
  • Parking
  • Pets allowed

no reviews

from $314.33 Show details »

Headwater Hideaway in Harwich, USA

Headwater Hideaway

Holiday home in Harwich near Osterville, Massachusetts
Situated in Harwich, 25 km from Nauset Lighthouse and 34 km from Wellfleet Bay Wildlife Sanctuary, Headwater Hideaway features accommodation with free...
  • Parking

Fabulous 1 Reviews 9.0

from $93.14 Show details »

The Vacation House in Vineyard Haven, USA

The Vacation House

Holiday home in Vineyard Haven near Osterville, Massachusetts
Located in Vineyard Haven, The Vacation House is 10 km from Edgartown Lighthouse.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Pleasant 7 Reviews 6.4

from $156.67 Show details »

Charming Wareham Cottage Near Bay and Cape Cod! in Wareham, USA

Charming Wareham Cottage Near Bay and Ca...

Holiday home in Wareham near Osterville, Massachusetts
Cozy Blue Wareham Cottage Near Bay and Cape Cod is located in Wareham, 26 km from Sandwich Glass Museum, 34 km from Plimoth Plantation, and 33 km from...
  • Parking

no reviews

from $205.86 Show details »

Hinckleys Pond Paradise in Harwich, USA

Hinckleys Pond Paradise

Holiday home in Harwich near Osterville, Massachusetts
Situated in Harwich, 25 km from Nauset Lighthouse and 35 km from Wellfleet Bay Wildlife Sanctuary, Hinckleys Pond Paradise offers free WiFi, a garden ...
  • Parking

no reviews

from $356.67 Show details »

House on Big Sandy Pond in Plymouth, USA

House on Big Sandy Pond

Holiday home in Plymouth near Osterville, Massachusetts
House on Big Sandy Pond is situated in Plymouth, 21 km from Sandwich Glass Museum and 22 km from Plimoth Plantation, in an area where cycling can be e...
  • Parking

Poor 2 Reviews 3.0

from $460.42 Show details »

Family-Friendly Tisbury Escape - Walk to Town in Vineyard Haven, USA

Family-Friendly Tisbury Escape - Walk to...

Holiday home in Vineyard Haven near Osterville, Massachusetts
Family-Friendly Tisbury Escape - Walk to Town enjoys a location in Vineyard Haven, just 2.8 km from Tisbury Town Beach and 14 km from Edgartown Lighth...
  • Parking

no reviews

from $274.00 Show details »

From Oregon with Love in Wareham, USA

From Oregon with Love

Holiday home in Wareham near Osterville, Massachusetts
Set in Wareham, 24 km from Plimoth Plantation and 25 km from Heritage Museums & Gardens, From Oregon with Love offers accommodation with free WiFi, ai...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $159.00 Show details »

Harwich Port Perfection in Harwich, USA

Harwich Port Perfection

Holiday home in Harwich near Osterville, Massachusetts
Featuring air conditioning, Harwich Port Perfection offers accommodation in Harwich.
  • Parking

no reviews

from $138.43 Show details »

Sandy Beach Road in Plymouth, USA

Sandy Beach Road

Holiday home in Plymouth near Osterville, Massachusetts
Situated in Plymouth, 24 km from Plimoth Plantation, Sandy Beach Road features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Electric vehicle charging station

no reviews

from $292.00 Show details »

Old Orchard in Edgartown, USA

Old Orchard

Holiday home in Edgartown near Osterville, Massachusetts
Situated in Edgartown, 1.8 km from Bend in the Road Beach and 1.9 km from Lighthouse Beach, Old Orchard features accommodation with free WiFi, air con...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Very good 3 Reviews 8.0

from $241.33 Show details »

Pine Street Haven in Edgartown, USA

Pine Street Haven

Holiday home in Edgartown near Osterville, Massachusetts
Pine Street Haven is situated in Edgartown, 19 km from Falmouth.
  • Parking

no reviews

from $396.00 Show details »

East Wareham Home with Pond Access and Private Dock in East Wareham, USA

East Wareham Home with Pond Access and P...

Holiday home in East Wareham near Osterville, Massachusetts
Located in East Wareham, 23 km from Heritage Museums & Gardens and 23 km from Sandwich Glass Museum, East Wareham Home with View and Access to Mill Po...
  • Parking
  • Pets allowed
  • Air conditioning
  • Iron
  • Refrigerator

no reviews

from $341.00 Show details »

The Grounds in Brewster, USA

The Grounds

Holiday home in Brewster near Osterville, Massachusetts
Situated in Brewster, 2.4 km from Breakwater Beach, The Grounds features accommodation with a garden, free WiFi and an ATM.
  • Parking

Good 3 Reviews 7.7

from $191.00 Show details »

Bay and Beach Within Reach in Wareham, USA

Bay and Beach Within Reach

Holiday home in Wareham near Osterville, Massachusetts
Bay and Beach Within Reach is set in Wareham, 27 km from Heritage Museums & Gardens and 27 km from Sandwich Glass Museum, in an area where cycling can...
  • Parking
  • Pets allowed

Good 2 Reviews 7.5

from $173.67 Show details »

Sea Glen Cottage in Oak Bluffs, USA

Sea Glen Cottage

Holiday home in Oak Bluffs near Osterville, Massachusetts
Set in Oak Bluffs, 10 km from Edgartown Lighthouse, Sea Glen Cottage offers accommodation with a garden, free WiFi and an ATM.
  • Parking

Poor 2 Reviews 3.0

from $449.21 Show details »

Haven Cottage in Brewster, USA

Haven Cottage

Holiday home in Brewster near Osterville, Massachusetts
Located in Brewster, 2 km from Breakwater Beach, Haven Cottage provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $384.78 Show details »

Charming Marthas Vineyard Home Near Beach and Town! in Edgartown, USA

Charming Marthas Vineyard Home Near Beac...

Holiday home in Edgartown near Osterville, Massachusetts
Situated in Edgartown, Charming Marthas Vineyard Home Near Beach and Town! features accommodation with a patio and free WiFi.
  • Parking

Pleasant 2 Reviews 6.5

from $218.00 Show details »

Pet-Friendly Cape Cod Cottage - Walk to Beach! in Brewster, USA

Pet-Friendly Cape Cod Cottage - Walk to...

Holiday home in Brewster near Osterville, Massachusetts
Cape Cod Getaway - Walk to Beach and Downtown! is set in Brewster, 1.5 km from Saints Landing Beach, 2.5 km from Robbins Hill Beach, as well as 2.9 km...
  • Parking
  • Pets allowed

no reviews

from $219.00 Show details »

Quiet Cottage with Deck - 4 Mi to Beaches and Shops! in Edgartown, USA

Quiet Cottage with Deck - 4 Mi to Beache...

Holiday home in Edgartown near Osterville, Massachusetts
Quiet Cottage with Deck - 4 Mi to Beaches and Shops! is situated in Edgartown.
  • Parking
  • Shower
  • Air conditioning
  • Hairdryer
  • Iron

no reviews

from $302.00 Show details »

Bayberry Beauty in Nameloc Heights, USA

Bayberry Beauty

Holiday home in Nameloc Heights near Osterville, Massachusetts
Set in Nameloc Heights, 14 km from Plimoth Plantation, Bayberry Beauty offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $382.86 Show details »

Dodgers Hole in Edgartown, USA

Dodgers Hole

Holiday home in Edgartown near Osterville, Massachusetts
Located in Edgartown in the Massachusetts region, Dodgers Hole features a balcony.
  • Parking

Pleasant 5 Reviews 6.8

from $483.79 Show details »

Bayfront Wareham Retreat with Private Beach! in Wareham, USA

Bayfront Wareham Retreat with Private Be...

Holiday home in Wareham near Osterville, Massachusetts
Situated in Wareham in the Massachusetts region, Bayfront Wareham Retreat with Private Beach! has a patio and sea views.
  • Parking

no reviews

from $448.00 Show details »

Red River Retreat in Harwich, USA

Red River Retreat

Holiday home in Harwich near Osterville, Massachusetts
Located in Harwich, 1.5 km from Red River Beach and 1.6 km from Forest Beach, Red River Retreat provides accommodation with amenities such as free WiF...
  • Parking

Superb 2 Reviews 9.5

from $169.67 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