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Holiday homes in Osterville (Page 5)

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)
Everybody Loves Raymond in Falmouth, USA

Everybody Loves Raymond

Holiday home in Falmouth near Osterville, Massachusetts
Set in Falmouth, 1.4 km from Bristol Beach and 2.2 km from Surf Drive Beach, Everybody Loves Raymond offers free WiFi, a garden and air conditioning.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

no reviews

from $246.43 Show details »

A Slice of Heaven in Falmouth in Falmouth, USA

A Slice of Heaven in Falmouth

Holiday home in Falmouth near Osterville, Massachusetts
A Slice of Heaven in Falmouth offers accommodation in Falmouth.
  • Parking

Good 4 Reviews 7.7

from $169.57 Show details »

SEA-esta in Falmouth, USA

SEA-esta

Holiday home in Falmouth near Osterville, Massachusetts
Located in Falmouth, within 600 metres of Bristol Beach and 2.8 km of Surf Drive Beach, SEA-esta offers accommodation with free WiFi, air conditioning...
  • Parking

no reviews

from $298.67 Show details »

Melody Maker in Falmouth, USA

Melody Maker

Holiday home in Falmouth near Osterville, Massachusetts
Set in Falmouth, 400 metres from Bristol Beach, Melody Maker offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $172.43 Show details »

Mermaid Cottage in Dennis, USA

Mermaid Cottage

Holiday home in Dennis near Osterville, Massachusetts , 49 Cliff Street
Mermaid Cottage is set in Dennis Village on the Bayside, 38 km from Provincetown.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Exceptional 1 Reviews 10.0

from $248.00 Show details »

Seagulls Nest in Dennis, USA

Seagulls Nest

Holiday home in Dennis near Osterville, Massachusetts , 6 Madison Road
Set in Dennis and only 31 km from Nauset Lighthouse, Seagulls Nest offers accommodation with lake views, free WiFi and free private parking.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Superb 4 Reviews 9.5

from $200.00 Show details »

Island Hopper in Falmouth, USA

Island Hopper

Holiday home in Falmouth near Osterville, Massachusetts
Located in Falmouth, within 1.6 km of Bristol Beach and 1.7 km of Surf Drive Beach, Island Hopper offers accommodation with free WiFi, air conditionin...
  • Parking
  • Pets allowed

no reviews

from $322.33 Show details »

Cape Cod Cottage Deck, Grill and Kayaks, Near Beach in Dennis, USA

Cape Cod Cottage Deck, Grill and Kayaks,...

Holiday home in Dennis near Osterville, Massachusetts
Situated in Dennis, 33 km from Sandwich Glass Museum and 34 km from Heritage Museums & Gardens, Cozy Cape Cottage with Kayaks by Follins Pond! provide...
  • Parking

no reviews

from $165.00 Show details »

Marvelous Mayflower in Dennis, USA

Marvelous Mayflower

Holiday home in Dennis near Osterville, Massachusetts
Set in Dennis, 1.7 km from Mayflower Beach, Marvelous Mayflower offers accommodation with a garden, free WiFi and an ATM.
  • Parking

Very good 6 Reviews 8.3

from $170.00 Show details »

Escape in Dennis in Dennis, USA

Escape in Dennis

Holiday home in Dennis near Osterville, Massachusetts
Escape in Dennis is set in Dennis, 35 km from Provincetown.
  • Parking

Good 3 Reviews 7.3

from $327.23 Show details »

Vineyard Jumper in Falmouth, USA

Vineyard Jumper

Holiday home in Falmouth near Osterville, Massachusetts
Set in Falmouth, 1.5 km from Surf Drive Beach, Vineyard Jumper offers accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

no reviews

from $219.67 Show details »

Villa Fairview in South Dennis, USA

Villa Fairview

Holiday home in South Dennis near Osterville, Massachusetts
Located in South Dennis, 33 km from Nauset Lighthouse, Villa Fairview provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Fabulous 1 Reviews 9.0

from $331.65 Show details »

Traditional Cape Cod Cottage Walk to Beach! in West Dennis, USA

Traditional Cape Cod Cottage Walk to Bea...

Holiday home in West Dennis near Osterville, Massachusetts
Traditional Cape Cod Cottage Walk to Beach! is situated in West Dennis, 1.6 km from Sea Street Beach, 2.6 km from West Dennis Beach, as well as 34 km ...
  • Parking
  • Pets allowed

no reviews

from $156.00 Show details »

Falmouth Heights Bluff Side Cottage in Falmouth, USA

Falmouth Heights Bluff Side Cottage

Holiday home in Falmouth near Osterville, Massachusetts
Situated in Falmouth, 1.2 km from Bristol Beach and 2 km from Surf Drive Beach, Falmouth Heights Bluff Side Cottage offers free WiFi, a garden and air...
  • Parking
  • Pets allowed

Fabulous 1 Reviews 9.0

from $355.33 Show details »

Studio steps to a private beach!! Ocean views from backyard!! 2 Paddle Boards!! in Dennis Port, USA

Studio steps to a private beach!! Ocean...

Holiday home in Dennis Port near Osterville, Massachusetts , 41 Old Wharf Road Unit 4
Situated in Dennis Port and only a few steps from Sea Street Beach, Studio steps to a private beach!!
  • Parking

no reviews

from $199.00 Show details »

The Cottage in Sandwich, USA

The Cottage

Holiday home in Sandwich near Osterville, Massachusetts
Set in Sandwich, a few steps from Scusset Beach and 300 metres from Sagamore Beach, The Cottage offers free WiFi, a garden and air conditioning.
  • Parking
  • Pets allowed

no reviews

from $190.00 Show details »

2 Minute Walk to Beach, Cape Cod Escape in Dennis Port, USA

2 Minute Walk to Beach, Cape Cod Escape

Holiday home in Dennis Port near Osterville, Massachusetts , 37 Ocean Drive 5
2 Minute Walk to Beach, Cape Cod Escape is located in Dennis Port, 1.5 km from South Village Beach and 2.8 km from West Dennis Beach, in an area where...
  • Parking

Exceptional 9 Reviews 9.8

from $300.00 Show details »

Eric's Place in Dennis, USA

Eric's Place

Holiday home in Dennis near Osterville, Massachusetts
Located in Dennis, 400 metres from Sea Street Beach, Erics Place provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • TV
  • Air conditioning

Pleasant 4 Reviews 6.0

from $270.55 Show details »

Oceanfront Cape Cod Vacation Rental Beach Access! in Dennis Port, USA

Oceanfront Cape Cod Vacation Rental Beac...

Holiday home in Dennis Port near Osterville, Massachusetts
Located in Dennis Port, a few steps from Sea Street Beach and 1.6 km from South Village Beach, Sea Watch Oceanfront Dennis Port Cottage! offers free W...
  • Parking
  • Pets allowed
  • Internet facilities
  • Shower
  • TV

Pleasant 3 Reviews 7.0

from $335.00 Show details »

Skylight Tonight in South Dennis, USA

Skylight Tonight

Holiday home in South Dennis near Osterville, Massachusetts
Located in South Dennis, 2.8 km from Wilbur Park Beach and 32 km from Nauset Lighthouse, Skylight Tonight offers free WiFi, a garden and air condition...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Very good 9 Reviews 8.1

from $312.31 Show details »

Kelleys Bay Bungalow in South Dennis, USA

Kelleys Bay Bungalow

Holiday home in South Dennis near Osterville, Massachusetts
Set in South Dennis, just 33 km from Nauset Lighthouse, Kelleys Bay Bungalow offers accommodation with a garden, a shared lounge and free WiFi.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $156.67 Show details »

Quaint Dennis Home with Deck and Grill, Walk to Beach! in Dennis, USA

Quaint Dennis Home with Deck and Grill,...

Holiday home in Dennis near Osterville, Massachusetts
Situated in Dennis, 700 metres from Sea Street Beach, 1.4 km from South Village Beach and 2.8 km from West Dennis Beach, Quaint Dennis Home with Deck ...
  • Parking
  • Internet facilities
  • Shower
  • Hairdryer
  • Refrigerator

no reviews

from $236.00 Show details »

Monument Beach Hill House in Pocasset, USA

Monument Beach Hill House

Holiday home in Pocasset near Osterville, Massachusetts
Situated in Pocasset, 1.8 km from Monument Beach and 17 km from Heritage Museums & Gardens, Monument Beach Hill House offers free WiFi, a garden and a...
  • Parking

no reviews

from $165.33 Show details »

The Blue Scallop Dennis Cottage - Walk to Beach! in Dennis, USA

The Blue Scallop Dennis Cottage - Walk t...

Holiday home in Dennis near Osterville, Massachusetts
Situated in Dennis, 1.1 km from Corporation Beach, 2 km from Mayflower Beach and 30 km from Nauset Lighthouse, The Blue Scallop - Cottage Close to Bea...
  • Parking

no reviews

from $427.67 Show details »

Dreamy Dennis Retreat 4 Mi to Mayflower Beach! in Dennis, USA

Dreamy Dennis Retreat 4 Mi to Mayflower...

Holiday home in Dennis near Osterville, Massachusetts
Within 32 km of Nauset Lighthouse and 35 km of Sandwich Glass Museum, Quaint Cape Cod Retreat 4 Mi to Corporation Beach offers free WiFi and a garden.
  • Parking
  • Internet facilities
  • Iron
  • Refrigerator
  • DVD player

no reviews

from $236.00 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