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Holiday homes in Chilmark

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

Searching for a holiday home in Chilmark (Massachusetts)? Explore a great selection of vacation homes in Chilmark to find the one that best fits to your needs, starting from $118.15 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Chilmark and region (30 miles)
The Eliot Noyes in Chilmark, USA

The Eliot Noyes

Holiday home in Chilmark, Massachusetts
The Eliot Noyes offers accommodation in Chilmark.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 2 Reviews 9.0

from $315.33 Show details »

Peaceful Chilmark Farmhouse by Menemsha Beach in Chilmark, USA

Peaceful Chilmark Farmhouse by Menemsha...

Holiday home in Chilmark, Massachusetts
Peaceful Chilmark Farmhouse by Menemsha Beach is situated in Chilmark, less than 1 km from Menemsha Beach, and features a patio, garden, and free WiFi...
  • Parking

no reviews

from $483.00 Show details »

Hillside Oak in Chilmark, USA

Hillside Oak

Holiday home in Chilmark, Massachusetts
Located in Chilmark, 25 km from Edgartown Lighthouse, Hillside Oak provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

price on demand Show details »

Chilmark Charm in Chilmark, USA

Chilmark Charm

Holiday home in Chilmark, Massachusetts
Situated in Chilmark, within 22 km of Edgartown Lighthouse, Chilmark Charm offers accommodation with free WiFi, air conditioning and a garden.
  • Parking

no reviews

from $261.00 Show details »

Bijha's View in Chilmark, USA

Bijha's View

Holiday home in Chilmark, Massachusetts
Set in Chilmark, within 22 km of Edgartown Lighthouse, Bijhas View offers accommodation with free WiFi, air conditioning and a garden.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

no reviews

from $347.57 Show details »

3 Bed 2 Bath Vacation home in West Tisbury in West Tisbury, USA

3 Bed 2 Bath Vacation home in West Tisbu...

Holiday home in West Tisbury near Chilmark, Massachusetts
Situated in West Tisbury, within 19 km of Edgartown Lighthouse, 3 Bed 2 Bath Vacation home in West Tisbury offers accommodation with free WiFi, air co...
  • Parking
  • Internet facilities
  • Shower
  • Bath
  • TV

Fabulous 1 Reviews 9.0

from $261.67 Show details »

The Lemonade Stand in West Tisbury, USA

The Lemonade Stand

Holiday home in West Tisbury near Chilmark, Massachusetts
Located in West Tisbury in the Massachusetts region, The Lemonade Stand has a patio.
  • Parking
  • Pets allowed

Superb 5 Reviews 9.2

from $430.79 Show details »

Island Forest Retreat in West Tisbury, USA

Island Forest Retreat

Holiday home in West Tisbury near Chilmark, Massachusetts
Set in West Tisbury, within 14 km of Edgartown Lighthouse, Island Forest Retreat offers accommodation with free WiFi, air conditioning and a garden.
  • Parking

Pleasant 3 Reviews 7.0

from $387.00 Show details »

Lambert's Cove Estate in West Tisbury, USA

Lambert's Cove Estate

Holiday home in West Tisbury near Chilmark, Massachusetts
Located in West Tisbury, 1.3 km from Lamberts Cove Beach and 19 km from Edgartown Lighthouse, Lamberts Cove Estate offers free WiFi, a garden and air ...
  • Parking

no reviews

from $207.33 Show details »

Sea Glen Cottage in Oak Bluffs, USA

Sea Glen Cottage

Holiday home in Oak Bluffs near Chilmark, 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 »

Dodgers Hole in Edgartown, USA

Dodgers Hole

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

Pleasant 5 Reviews 6.8

from $483.79 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 Chilmark, 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 »

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 Chilmark, 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 »

The Vacation House in Vineyard Haven, USA

The Vacation House

Holiday home in Vineyard Haven near Chilmark, 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 Marthas Vineyard Home Near Beach and Town! in Edgartown, USA

Charming Marthas Vineyard Home Near Beac...

Holiday home in Edgartown near Chilmark, 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 »

Vineyard Artist's Haven in Vineyard Haven, USA

Vineyard Artist's Haven

Holiday home in Vineyard Haven near Chilmark, 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 »

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 Chilmark, 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 »

On Island Time in Vineyard Haven, USA

On Island Time

Holiday home in Vineyard Haven near Chilmark, 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 »

Island Breeze in Oak Bluffs, USA

Island Breeze

Holiday home in Oak Bluffs near Chilmark, 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 »

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

Vineyard Haven House - Easy Access to Be...

Holiday home in Vineyard Haven near Chilmark, 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 Chilmark, 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 »

Sunny Side Up in Oak Bluffs, USA

Sunny Side Up

Holiday home in Oak Bluffs near Chilmark, 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 »

Pretty on Prada in Edgartown, USA

Pretty on Prada

Holiday home in Edgartown near Chilmark, Massachusetts
Located in Edgartown, 2.8 km from South Beach and 3.7 km from Edgartown Lighthouse, Pretty on Prada offers free WiFi, a garden and air conditioning.
  • Parking

no reviews

from $215.67 Show details »

Sunset Meadows in Oak Bluffs, USA

Sunset Meadows

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

Pleasant 1 Reviews 7.0

from $303.67 Show details »

Island Getaway in Oak Bluffs, USA

Island Getaway

Holiday home in Oak Bluffs near Chilmark, 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 »

Number of Holiday homes in Chilmark 86
Number of guest ratings 5
Average price per night $500.91
Lowest price per night $118.15
Highest price per night $1.169.17

Most popular Holiday-homes in Chilmark

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

Cheapest Holiday-homes in Chilmark

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

Most booked Holiday-homes in Chilmark

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

Holiday homes in Chilmark (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Chilmark 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 Chilmark 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 Chilmark 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