Title: Chilmark Vacation Rentals from CA $205: Short-Term Rentals for 2025 | Expedia.ca

 

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Photo by Wen C.

# Chilmark Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chilmark

![Private beach nearby, beach bar](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/4270e26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/d67fc379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/3348dea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/f0ed7d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Club at New Seabury

Mashpee

9.0/10

Wonderful

(336)

"Nice amenities. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

CA $179

CA $205 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Mashpee-Hotels-The-Club-At-New-Seabury.h11621632.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/70923cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/324c2c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/e5963f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/7f904b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming cottage overlooking the bay in Padanaram Village.

Dartmouth

10/10

Exceptional

(10)

"Beautiful property. The cottage is beautifully decorated and well maintained. Amazing location. Host was very good at communicating. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

christine l.

CA $284

CA $526 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/South-Dartmouth-Hotels-Charming-Cottage-Overlooking-The-Bay-In-Padanaram-Village.h107997278.Hotel-Information)

![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/b0dea528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-golf](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/4c89f12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/b5640baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Condo, 2 Bedrooms (1 Queen, 2 Twins and 1 Sofa Beds) | Private kitchen](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/08e20410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Mist Resort

Mashpee

8.6/10

Excellent

(140)

"We had a fabulous visit!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joelle

CA $186

CA $213 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Mashpee-Hotels-Sea-Mist-Resort.h13577889.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/f9259183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/32ea6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/dc424ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/7d2038e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Falmouth

10/10

Exceptional

(205)

"The house was even nicer than the pictures. We came in March for a long weekend with some friends and had a really great time. Walking distance to so many fun things- great house for all ages!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Briget R.

CA $228

CA $696 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/2e8c2b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/a610c782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/b39967ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/2e4456f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

Westport

9.8/10

Exceptional

(22)

"We enjoyed our stay and recommend It. Delightful back yard and patio area and a very pleasant front porch."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alan M.

CA $197

CA $592 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Westport-Point-Hotels-Westport-Point-Beach-House-On-12-Acre-Easy-Access-To-Beachhistoric-Village.h44788859.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33940000/33934600/33934525/5384c7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/34000000/33940000/33934600/33934525/cab22aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/34000000/33940000/33934600/33934525/24a10f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33940000/33934600/33934525/30d83c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Martha's Vineyard Vacation Rental!

Katama

9.6/10

Exceptional

(47)

"Very nice house that served our needs. Well located. Nicely appointed. The bedroom downstairs with twin beds accommodated my elderly mother who has trouble with stairs. No real maintenance issues other than, the gfci outlets in the bathrooms did not work."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Silvia B.

CA $262

CA $844 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Edgartown-Hotels-Newly-Renovated-Marthas-Vineyard-Vacation-Rental.h33934525.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119240000/119235800/119235778/5e706fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119240000/119235800/119235778/da0f7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119240000/119235800/119235778/0e0957a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119240000/119235800/119235778/4745e616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming studio in tranquil Falmouth with AC

Falmouth

CA $179

CA $277 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/East-Falmouth-Hotels-Charming-Studio-In-Tranquil-Falmouth-With-AC.h119235778.Hotel-Information)

![Game room](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/742d03a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/1c965ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/81d250a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/251d715a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spring Escape in Hatchville – Sleeps 6 + Dogs!

Falmouth

10/10

Exceptional

(11)

"We LOVED our stay. The home is gorgeous and comfortable with everything we needed. The kids loved the game barn. Nicely located. We loved the deck. Would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Enid G.

CA $404

CA $1,027 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/East-Falmouth-Hotels-E-Falmouth-Game-Barn-Fire-Pit-Outdoor-Shower.h102447329.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/e4a4a2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/aef25d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/8a6bd89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/04fb6552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Seashell Cove - Martha's Vineyard

Katama

9.8/10

Exceptional

(23)

"My family and I had a great stay in this lovely home!! The house had everything we needed and was a great starting point for all island adventures. Charles was so helpful throughout the entire trip. We would most certainly stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caryn I.

CA $351

CA $806 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Edgartown-Hotels-The-Seashell-Cove.h50881359.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/dbe99d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/f462c27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/5218f616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/c6b79c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Tisbury

10/10

Exceptional

(16)

"The house is beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Betel G.

CA $702

CA $1,523 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/67000000/66700000/66698300/66698285/ee45a1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66700000/66698300/66698285/7b1afadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66700000/66698300/66698285/ae2b4579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66700000/66698300/66698285/f1b62103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal chic meets French Provençal in this newly renovated oceanfront home.

East Falmouth

10/10

Exceptional

(87)

"This is a lovely property for a family beach vacation! The property has a wonderful view of the ocean, easy access to a beach, and is close to many great restaurants and things to do. Our host was very responsive and accommodating throughout our stay. I would highly recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew H.

CA $545

CA $1,427 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/East-Falmouth-Hotels-Coastal-Chic-Meets-French-Provencal-In-This-Newly-Renovated-Oceanfront-Home.h66698285.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/31f34cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/60505837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/8ca80e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/f9457118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs

9.0/10

Wonderful

(2)

"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leon R.

CA $492

CA $1,242 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/w1006h683x0y0-5fe89fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/6ae555bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/e74f179e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/78407270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach

Mashpee

10/10

Exceptional

(8)

"Nice house! Great area. Close to nice beach !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cally G.

CA $884

CA $1,614 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Mashpee-Hotels-Spacious-Coastal-New-Seabury-Home-Kayak-Launch-Across-Street-Walk-To-Beach.h87138001.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/acf9512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/01b70ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/76fe1a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/b5bfe5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs

10/10

Exceptional

(7)

"This home is truly that, a welcoming escape nestled in the woods. It’s elevated beach-style furnishings feel hand-picked. We traveled with a 14 month old — the house had high-quality baby must haves, pack and play and high chair. We had the pleasure of a responsive host and caretaker. Close to trails, YMCA and the island’s top attractions … !highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kerry-Ann H.

CA $772

CA $1,702 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/135ba2ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/3771ef4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/fe6ff6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/4813bd07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Dartmouth

10/10

Exceptional

(13)

"Extremely well designed extremely comfortable and well appointed. Beautiful scenery, and very relaxing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David J.

CA $1,159

CA $1,930 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/South-Dartmouth-Hotels-Cozy.h104141861.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96350000/96347500/96347420/b1abb2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96350000/96347500/96347420/e678f734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96350000/96347500/96347420/0dba2924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96350000/96347500/96347420/c234b091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stones Throw Waterfront

Dartmouth

8.8/10

Excellent

(6)

"According to the listing, the property has AC. That is not true. It had a tiny portable unit that wasn't on when we entered and didn't cool once it was turned on. It also had a window unit that had no place to plug in. There were bugs in multiple areas. The property was not habitable, so we ended up booking a hotel room in a nearby town. VRBO compensated us partially but the owner was unwilling to refund any of our money even though we did not stay in the property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley R.

CA $499

CA $906 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/South-Dartmouth-Hotels-Stones-Throw-Waterfront.h96347420.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/b1725b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/2b41432d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/9c410f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/737400ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs

9.4/10

Exceptional

(88)

"Great location! No towels for shower "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jack B.

CA $379

CA $700 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Walking-Distance-From-Oak-Bluffs-Ferry-Terminal-With-180-Degree-Ocean-View.h34479239.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92820000/92817100/92817073/44c22763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/93000000/92820000/92817100/92817073/6063d064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92820000/92817100/92817073/a0777575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92820000/92817100/92817073/3875e94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cape cod getaway Close to Old Silver

Falmouth

CA $562

CA $735 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/North-Falmouth-Hotels-Cape-Cod-Getaway-Close-To-Old-Silver.h92817073.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/e7497b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/641ca26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/d0394b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/98af49e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs

9.4/10

Exceptional

(91)

"Location, the water view, delicious restaurants nearby. Apt was comfy, clean. For 1 night only used the fridge. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brenda M.

CA $379

CA $700 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Walking-Distance-From-Oak-Bluffs-Ferry-Terminal-With-180-Degree-Ocean-View.h34479505.Hotel-Information)

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.

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## Top Chilmark Hotel Reviews

![Mansion House Inn And Spa](//images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg)

### Mansion House Inn And Spa

10/10 Excellent

"Cool historic building. Loved the decor with historical photographs and displays. Clean and spacious room. Great staff!"

[](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information)

![Summercamp](//images.trvl-media.com/lodging/11000000/10060000/10058600/10058501/4ff1c19a_y.jpg)

### Summercamp

10/10 Excellent

"Amazing staff and I love the complementary coffee experience "

[](https://expedia.ca/Oak-Bluffs-Hotels-Summercamp.h10058501.Hotel-Information)

![AutoCamp Cape Cod](//images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1_y.jpg)

### AutoCamp Cape Cod

10/10 Excellent

"Clean room with everything you need to enjoy your stay "

[](https://expedia.ca/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information)

![Hampton Inn by Hilton New Bedford/Fairhaven](//images.trvl-media.com/lodging/1000000/60000/55000/54948/647c4f15_y.jpg)

### Hampton Inn by Hilton New Bedford/Fairhaven

10/10 Excellent

"Courteous staff clean room great stay "

[](https://expedia.ca/Fairhaven-Hotels-Hampton-Inn-By-Hilton-New-BedfordFairhaven.h54948.Hotel-Information)

![Vineyard Harbor Motel - Private Beach](//images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/6bd7fc20_y.jpg)

### Vineyard Harbor Motel - Private Beach

10/10 Excellent

"The staff were lovely and very helpful, parking easy and the room was clean. The private beach was lovely and the location of the motel is convenient for the town and good touring the island."

[](https://expedia.ca/Vineyard-Haven-Hotels-Vineyard-Harbor-Motel.h60384563.Hotel-Information)

![Admiralty Inn & Suites - a Red Collection Hotel](//images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/64d1c0e2_y.jpg)

### Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent

"Appreciated the exit to parking from room for easy handicap access; also boiled eggs."

[](https://expedia.ca/Falmouth-Hotels-Admiralty-Inn-Suites.h1279850.Hotel-Information)

![Iris Hotel Cape Cod ](//images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190_y.jpg)

### Iris Hotel Cape Cod

10/10 Excellent

"beautiful location, hotel has been painstakingly remodeled and it's gorgeous, feels very ski-lodge elegant. Lots of parking onsite, room was immaculately clean, breakfast was great. Front desk staff very responsive and friendly. 10 out of 10 and if I could do more, I would. Wonderful stay and would definitely recommend/stay again."

[](https://expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information)

![The Coonamessett](//images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/4add9b13_y.jpg)

### The Coonamessett

10/10 Excellent

"Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!"

[](https://expedia.ca/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information)

![Falmouth Inn](//images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2_y.jpg)

### Falmouth Inn

10/10 Excellent

"I liked my stay here. It was simple to set everything up and simple to make use of the room and facilities. Enjoyed that they had a nice Italian/Brazilian restaurant attached! Service was always pleasant, amenities were good. They easily met my request for a room on the ground floor. I've stayed at the Cape before at different places and this was definitely one of the best."

[](https://expedia.ca/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information)

## Find out more about Chilmark

**Everything you need to know about** **Chilmark** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chilmark vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chilmark vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Chilmark vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chilmark. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chilmark vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chilmark vacation rentals we have selected for you start as low as CA $205 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Chilmark rentals**

At Expedia, we put the best Chilmark vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chilmark rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chilmark vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chilmark. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Chilmark](https://expedia.ca/Chilmark-Private-Vacation-Homes.d6135676-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Chilmark](https://expedia.ca/Chilmark-Cottages.d6135676-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Chilmark](https://expedia.ca/Chilmark-Apartments.d6135676-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Chilmark](https://expedia.ca/Chilmark-Condos.d6135676-aaCondos.Travel-Guide-Accommodation)
-   [B&B in Chilmark](https://expedia.ca/Chilmark-Bed-And-Breakfast.d6135676-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Resorts in Chilmark](https://expedia.ca/Chilmark-Resort-Hotels.d6135676-aaResortHotels.Travel-Guide-Accommodation)
-   [Motels in Chilmark](https://expedia.ca/Chilmark-Motels.d6135676-aaMotels.Travel-Guide-Accommodation)
-   [Guest Houses in Chilmark](https://expedia.ca/Chilmark-Guest-Houses.d6135676-aaGuestHouses.Travel-Guide-Accommodation)
-   [Aparthotels in Chilmark](https://expedia.ca/Chilmark-Apart-Hotels.d6135676-aaApartHotels.Travel-Guide-Accommodation)
-   [Farmstay in Chilmark](https://expedia.ca/Chilmark-Agritourism.d6135676-aaAgritourism.Travel-Guide-Accommodation)
-   [Cabin Rentals in Chilmark](https://expedia.ca/Chilmark-Cabins.d6135676-aaCabins.Travel-Guide-Accommodation)
-   [Inns in Chilmark](https://expedia.ca/Chilmark-Inns.d6135676-aaInns.Travel-Guide-Accommodation)
-   [Condo Resorts in Chilmark](https://expedia.ca/Chilmark-Condominium-Resort.d6135676-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Chilmark](https://expedia.ca/Chilmark-Holiday-Parks.d6135676-aaHolidayParks.Travel-Guide-Accommodation)
-   [Townhomes in Chilmark](https://expedia.ca/Chilmark-Townhomes.d6135676-aaTownhomes.Travel-Guide-Accommodation)
-   [Villas in Chilmark](https://expedia.ca/Chilmark-Villas.d6135676-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Chilmark?

> Yes, there are vacation rentals in Chilmark near Chilmark Chocolates, or you can select a more secluded option if you're looking for extra privacy while you relax. Chilmark is known for its beaches and wineries. Make sure you have time to check out the festivals and local tours during your trip.

### What are some of the best vacation rentals that Chilmark has to offer?

> [Newly Renovated Near Amazing Sunset Beach](https://www.expedia.ca/North-Falmouth-Hotels-Newly-Renovated-Near-Amazing-Sunset-Beach.h34464923.Hotel-Information): This vacation home near Chilmark offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

### How many vacation rentals are there in Chilmark?

> Choose from 77 Expedia vacation rentals in Chilmark for a memorable vacation.

### What’s there to see and do in Chilmark?

> Family-friendly attractions include Chilmark Chocolates and Fulling Mill Brook Preserve, whereas Menemsha Beach and Lucy Vincent Beach are a couple of great spots to enjoy the outdoors. While here, Chilmark Town Hall and Chilmark Public Library are other places worth a visit.

### What’s a vacation rental in Chilmark like?

> A vacation rental is a private property where you can stay for a long or short time in Chilmark. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.

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Activities

-   [Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)
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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)