Photo by Wen C.

Search Cottages in Chilmark

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 122 Cottages in Chilmark with updated reviews, rates, and availability.

One Bedroom Cottage on Large Property. Walking Distance to Vineyard Haven Town.
The price is AED 735
AED 1,210 total
includes taxes & fees
4 Jun - 5 Jun
One Bedroom Cottage on Large Property. Walking Distance to Vineyard Haven Town.
Charming and Cozy Beach Cottage
9.6 out of 10, Exceptional, (5)
"This little house was perfect for our wknd away. High ceilings made it feel very spacious and lovely views. Clean and modern. Most comfortable bed ever! Wish we could have stayed longer."
Charming and Cozy Beach Cottage
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
10.0 out of 10, Exceptional, (35)
"We had a wonderful stay! The place was clean, cute, and very conveniently located. Would definitely return!"
The price is AED 1,172
AED 1,489 total
includes taxes & fees
6 Jun - 7 Jun
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Save an average of 15% on thousands of hotels when you're signed in
Cozy Beach Cottage
10.0 out of 10, Exceptional, (36)
"Really adorable place that is very well appointed for everything you need"
Cozy Beach Cottage
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
10.0 out of 10, Exceptional, (2)
"Great location, close to the beach in a quaint Cape Cod village. The cottage was very charming and fit all our needs. Very clean and comfortable. Would definitely recommend to friends and family."
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
10.0 out of 10, Exceptional, (7)
"Absolutely LOVED staying here! I give it over 10 stars! Prior to arriving, our host filled us in about ferry schedule and recommendations in the area. Arrived at the cottage which was walking distance from the ferry to find a CLEAN, quaint home. Beds were comfy and the kitchen and bathrooms were stocked with essentials. Perfect massaging shower. My husband and two kids (3 & 6 yrs old) really enjoyed it there and want to visit again. We went for Mother’s Day weekend. We rented a car (Budget...
The price is AED 1,465
AED 1,871 total
includes taxes & fees
17 Jun - 18 Jun
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
12 VINEYARD VIEW - FULLY RENOVATED
9.8 out of 10, Exceptional, (31)
"We had a delightful stay at this charming cottage in Mashpee. It's perfectly located by the ocean, and blends modern amenities with cozy comfort. Clean and well-equipped, it provided everything we needed, including easy beach access. A wonderful experience despite some rainy weather! Can't wait to return."
12 VINEYARD VIEW - FULLY RENOVATED
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
8.6 out of 10, Excellent, (68)
"The property was nestled in a fairytale community with beautiful blooms, a cozy cottage and walkable distance to the ocean, beach and wedding venues."
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
★The Islander | Steps From Water, Fire Pit, AC★
10.0 out of 10, Exceptional, (42)
"We enjoyed our stay very much. The rental was extremely clean and the neighborhood was very quiet. Ample pots and pans for cooking. Overall we would stay there again."
★The Islander | Steps From Water, Fire Pit, AC★
Cozy cottage w/ remodeled kitchen - less than a mile from Woods Hole Ferry
8.0 out of 10, Very Good, (19)
"The cottage was everything we hoped for - charming, comfortable, carefully and casually designed! The location is perfect for walking into the village or walks along the beaches. Even in Woods Hole is a wonderful place to be!"
The price is AED 577
AED 1,638 total
includes taxes & fees
5 Jun - 6 Jun
Cozy cottage w/ remodeled kitchen - less than a mile from Woods Hole Ferry
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
6.0 out of 10, (10)
"Property was perfectly located for our event. Home needs to be cleaned better and a few updates would make it even better."
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Chappy cottage with private beach
10.0 out of 10, Exceptional, (7)
"Wonderful quaint cottage not far from ocean. It was very clean with all necessary amenities. We liked the privacy, yet not far from edgartown. Would definitely come back."
Chappy cottage with private beach
Quintessential Waterfront Cape Cod Cottage
Quintessential Waterfront Cape Cod Cottage
1 Bedroom Guest Cottage With Water View
7.4 out of 10, Good, (26)
"Mimi and Pete were awesome! The love shack was super cute and was everything we needed it to be! Love the location access to the bike path and bus stop at the end of the road. Pete was kind enough to provide two bikes and we loved the privacy and neighborhood."
1 Bedroom Guest Cottage With Water View
Cozy East Falmouth Cottage on the Seacoast Shores
2.0 out of 10, (1)
"When we arrived the house was visibly not cleaned. Perishables and half eaten food were left in the fridge, linens were visibly soiled, bathroom was dirty and owners toiletries, underwear and clothing were left in the bureau in the main bedroom. The owner was very responsive and said he would take money off to make up for it, but we still spent our first day there cleaning and laundering all of the linens and towels. We used the outdoor shower and mostly hung out on the screen porch which was...
Cozy East Falmouth Cottage on the Seacoast Shores
Romantic Getaway, Peaceful Oasis, Close to Bike Path, Lamberts Cove Beach Access
9.8 out of 10, Exceptional, (16)
"Nice peaceful quiet place. Laura supplied all information and everything you needed to enjoy your stay."
Romantic Getaway, Peaceful Oasis, Close to Bike Path, Lamberts Cove Beach Access
Cozy family-friendly cottage on beautiful Shining Sea bike trail
10.0 out of 10, Exceptional, (1)
"My family and I had a fun week in Falmouth. Bike riding/ walking the trail right in our backyard, beautiful beaches, fun evenings in the village, relaxing on the patio out back. All made for a vacation that was perfect. Hostess was friendly and very accommodating. I would recommend this property to my friends."
Cozy family-friendly cottage on beautiful Shining Sea bike trail
CozyCottage@FrederickWilliamHouse, on ShiningSea Bikeway, Bikes Included
9.4 out of 10, Exceptional, (66)
"The stay truly felt like home away from home. The service was impeccable and greatly appreciated."
The price is AED 1,649
AED 2,144 total
includes taxes & fees
5 Jun - 6 Jun
CozyCottage@FrederickWilliamHouse, on ShiningSea Bikeway, Bikes Included
Beautiful Carriage House on the Chop
10.0 out of 10, Exceptional, (19)
"We had a great stay at the carriage house - I'm giving it 5 stars all around as that's as high a rating as I can give it. Elaine is a great host, the house is lovely and clean and perfectly equipped - kitchen, towels, sheets, furniture, etc. The location was great for our getaway. It is right across the street from the water and very quiet and serene."
Beautiful Carriage House on the Chop
Updated Martha's Vineyard home with jetted tub, fireplace - close to ferry terminal
8.4 out of 10, Very Good, (41)
"So start i am not one to ever write a review or a bad one at that. This is honestly what happened to me to please read and book at your own risk. I stayed here for a wedding at the end of September with a bunch of friends and was truly disappointed. So overall the location of this home was good. We were only about a 5-10 minute drive from the ferry and local shops. The house itself was not clean. When we walked in the bedroom on the upper floor with the two twin beds had a bunch of dead and...
Updated Martha's Vineyard home with jetted tub, fireplace - close to ferry terminal
Don't see what you're looking for?
See all available properties in Chilmark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Chilmark

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
8.4 out of 10, Very Good, (18)
"Overall my friends and I have come twice to the Noyes house and are planning to come back next year. As long as you’re comfortable not staying near the main towns, it’s an ideal location - close to the markets and stores of west tisbury, several of the best beaches on the island (Lucy Vincent and Aquinnah in particular), the Chilmark general store, and some of the best farms like beetlebung. The house is something between rustic and luxury, which is deal for a group of friends. It’s not a big...
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
10.0 out of 10, Exceptional, (36)
"Enjoyed the property completely. Loved the fact that we could walk to The dock and get fresh seafood and prepare it and dine on the deck with incredible views!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Beautiful dog-friendly home with water view, balcony & washer/dryer
9.4 out of 10, Exceptional, (8)
"Overall, the house was great — very clean, lots of space, beautiful property. My 3 star review has to do with a couple of issues and a lack of responsiveness from the owner/property manager. When we arrived, the code to open the lockbox didn’t work. I texted the owner (maybe a bot rather than a live person?) who could not solve the problem. I was told “our local team is working on the issue.” We wondered around the house and eventually found an open door. The “local team” never came or got in...
Beautiful dog-friendly home with water view, balcony & washer/dryer
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Recent reviews of Chilmark hotels
Expedia verified reviews