Title: Chilmark Vacation Rentals from CA $225: 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

Tonight

[Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chilmark

![On the beach, white sand](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/7f1dbbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/910c8a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/ce22346a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/65350001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### InnSeason Resorts Captain's Quarters

Falmouth Heights

9.8/10

Exceptional

(178)

"Great location and helpful staff"

[](https://www.expedia.ca/Falmouth-Hotels-InnSeason-Resorts-Captains-Quarters.h1154022.Hotel-Information)

![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)

![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)

![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/f0ed7d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Club at New Seabury

Mashpee

9.0/10

Wonderful

(333)

"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "

CA $274

CA $314 total

includes taxes & fees

Oct 2 - Oct 3

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

![Property grounds](https://images.trvl-media.com/lodging/67000000/66700000/66698300/66698285/6e27b7a1.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)

 

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

East Falmouth

10/10

Exceptional

(85)

"Great stay! "

CA $591

CA $1,486 total

includes taxes & fees

Sep 30 - Oct 1

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

![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/5b8bcb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Condo, 2 Bedrooms (1 Queen, 2 Twins and 1 Sofa Beds) | Living area](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/d48beb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-golf](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/a7034b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/a946a991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Mist Resort

Mashpee

8.6/10

Excellent

(136)

"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."

CA $196

CA $225 total

includes taxes & fees

Sep 30 - Oct 1

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

![Exterior](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/ce6e4469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/e77f579c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/57fc35ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/7c4a0470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs

6.4/10

(30)

"The weather was perfect and our crew made the best of our trip."

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Tranquil.h22130502.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/e0d373cf.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)

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

Oak Bluffs

9.4/10

Exceptional

(88)

"The location of this property cannot be beat! Our second time staying here."

CA $434

CA $765 total

includes taxes & fees

Oct 1 - Oct 2

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/c82ec2ad.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)

![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)

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

Oak Bluffs

9.4/10

Exceptional

(89)

"Close to buses, restaurants and ferries. 10/10, we would stay again."

CA $372

CA $687 total

includes taxes & fees

Oct 1 - Oct 2

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

![Exterior](https://images.trvl-media.com/lodging/21000000/20350000/20348500/20348466/d4696ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/21000000/20350000/20348500/20348466/ad17d7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/21000000/20350000/20348500/20348466/41e58d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers](https://images.trvl-media.com/lodging/21000000/20350000/20348500/20348466/4bc4d39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

East Falmouth

10/10

Exceptional

(110)

"Great outdoor spaces. Loved the kayaks, beach and fire pit. Our 2 year old grandson loved the outdoor shower. Our dog had a ball chasing squirrels in the fenced backyard. We would definitely stay again. Close to everything in Falmouth including Woodneck beach, our low tide favorite. "

[](https://www.expedia.ca/East-Falmouth-Hotels-Water-Front.h20348466.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/94ed0eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/dcdcbc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/198567b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/w1200h800x0y0-42e49c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Village Resort

Falmouth

9.2/10

Wonderful

(99)

"Great location! Nice property! "

[](https://www.expedia.ca/Falmouth-Hotels-Beachside-Village-Resort-By-VRI-Americas.h1154021.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/295105a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/2f74c48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/c102f438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/5b0d8de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Costal Corner - Martha's Vineyard

Katama

10/10

Exceptional

(3)

"This property was great for our golf trip. The 3 bedrooms were exceptional "

[](https://www.expedia.ca/Edgartown-Hotels-The-Costal-Corner-Marthas-Vineyard.h78299322.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/270-9046fa20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/57151c46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/d5a5e801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/270-27e28fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound

Falmouth

9.8/10

Exceptional

(23)

"We had a great week staying at this property. It's well maintained and had plenty of room for a family getaway to the Cape. Steps away from the beach, this property is well taken care of and had everything we needed for a comfortable stay. This would be our first choice for any future trips to the Cape."

[](https://www.expedia.ca/Falmouth-Hotels-By-The-Water-Steps-To-The-Beach-4Br.h33568664.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/80f792bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/4e918ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/af4f8ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/e0118af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious home in central location with beautiful patio, pool table, W/D, & AC

Oak Bluffs

10/10

Exceptional

(3)

"Absolutely loved our stay at this Oak Bluffs home! The location was perfect—just a 20-minute walk to downtown—and the house itself was warm, inviting, and beautifully laid out with an open-air feel. The kitchen was fully stocked, the beds were super comfortable, and the outdoor shower was a wonderful bonus. We felt completely relaxed and free during our stay. Can’t wait to come back next summer!"

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Spacious-Home-In-Central-Location-With-Beautiful-Patio.h107802346.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/34000000/33500000/33500000/33499925/6158e869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33500000/33500000/33499925/a27dc8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33500000/33499925/819fab8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33500000/33499925/d9017248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lambert's Cove Beach Getaway - NEW LISTING Private Beach Access!

Vineyard Haven

10/10

Exceptional

(62)

"The most magical place, thank you for the prefect stay."

[](https://www.expedia.ca/Vineyard-Haven-Hotels-Lamberts-Cove-Bog-House.h33499925.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/f58b28c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/90-439a458f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/866c3be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/a3407226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS

Oak Bluffs

9.6/10

Exceptional

(31)

"This home was absolutely beautiful. In a great location to get anywhere in the island. The host was extremely helpful when needed. I would one hundred percent recommend this place to anybody! "

[](https://www.expedia.ca/Oak-Bluffs-Hotels-CHARMING-HISTORIC-ISLAND-HOME-WEEKLY-RENTAL-OAK-BLUFFS.h34003570.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/66000000/65420000/65410500/65410429/w1920h1436x0y4-ba00cb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/66000000/65420000/65410500/65410429/a6dcf657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/66000000/65420000/65410500/65410429/0db14160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/66000000/65420000/65410500/65410429/dc778054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Beach Cottage

Oak Bluffs

10/10

Exceptional

(53)

"This was the perfect property for our visit to Martha’s Vineyard. The owners were so responsive and gave us a seamless experience. I would definitely stay at the Cozy Cottage again! "

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Cozy-Beach-Cottage.h65410429.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880912/5d662397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880912/93a9d155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Non Smoking | Living area](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880912/d5ce5f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1881000/1880912/c5087960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southcape Resort Mashpee a Ramada by Wyndham

Mashpee

8.6/10

Excellent

(201)

"Enjoyed our stay."

[](https://www.expedia.ca/Mashpee-Hotels-Southcape-Resort-Mashpee-A-Ramada-By-Wyndham.h1880912.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36780000/36773800/36773722/97ac9126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/37000000/36780000/36773800/36773722/9169b0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36780000/36773800/36773722/5e9c62fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36773800/36773722/ef1253c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK

Falmouth

8.6/10

Excellent

(64)

"This property is wonderful. It is situated at the end of a very quiet dead-end street, right on the water. The home was extremely clean and nicely furnished. The kitchen was well appointed and had everything that you need for a family vacation."

[](https://www.expedia.ca/East-Falmouth-Hotels-Newly-Built-Bayview-Home.h36773722.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34400000/34391200/34391196/96060a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34400000/34391200/34391196/c23f33e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video library](https://images.trvl-media.com/lodging/35000000/34400000/34391200/34391196/2f862d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video library](https://images.trvl-media.com/lodging/35000000/34400000/34391200/34391196/48c38d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### In Ground Pool, A/C, 4+BR, 3BA, Wifi, Game Room. Sleeps 10-12, strong wifi

East Falmouth

9.0/10

Wonderful

(57)

"The house was very large with enough space for our entire family. Plenty of bedrooms and bathrooms. The kitchen and living room was spacious and comfortable. The pool was initially dirty, however the 2nd day the pool was cleaned and we enjoyed it for the rest of our stay. "

[](https://www.expedia.ca/East-Falmouth-Hotels-In-Ground-Pool.h34391196.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/76000000/75220000/75212700/75212637/980cb8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75220000/75212700/75212637/40e70609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75220000/75212700/75212637/190a1011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75220000/75212700/75212637/c56d7c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

Falmouth

8.2/10

Very good

(23)

"So turn key and perfect for Month, Joy is an exceptional host and I’d recommend her place anytime"

CA $123

CA $260 total

includes taxes & fees

Sep 24 - Sep 25

[](https://www.expedia.ca/North-Falmouth-Hotels-Private-Bedroom-With-Private-Bath-Near-Old-Silver-Beach-Falmouth.h75212637.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/63bfffde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/210d8571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/7eb1e74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/30b1c10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach

Falmouth

10/10

Exceptional

(1)

"The location was great and the pullouts were comfortable. The only downside is the walk through bathroom."

[](https://www.expedia.ca/Falmouth-Hotels-Renovated-One-Bedroom-Apartment-Downtown-Falmouth-Minutes-From-The-Beach.h106156274.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

![Falmouth Tides ](//images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/3742adf6_y.jpg)

### Falmouth Tides

10/10 Excellent

"I love the location and the room was on the beach. . We came with our dog and we had an amazing time here."

[](https://expedia.ca/Falmouth-Hotels-Falmouth-Tides-Motel.h69374512.Hotel-Information)

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

### Summercamp

10/10 Excellent

"It was very nice. The room was a little smaller than expected. But we enjoyed our short stay. "

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

![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

"Great hotel on the island with history"

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

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

### Falmouth Inn

10/10 Excellent

"Was good"

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

"I loved habing the indoor and outside pool options. We ×ere also close to the beach."

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

![Inn on the Square](//images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg)

### Inn on the Square

10/10 Excellent

"Very comfortable and clean. "

[](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information)

![Faraway Martha's Vineyard](//images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg)

### Faraway Martha's Vineyard

10/10 Excellent

"Great hotel in great location. Restaurants and shopping are right outside your door. We were lucky enough to get a water view from our room. I will definitely be staying there in the future."

[](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information)

![Sea Crest Beach Resort](//images.trvl-media.com/lodging/1000000/30000/25600/25567/19fd0067_y.jpg)

### Sea Crest Beach Resort

10/10 Excellent

"Beautiful beach. Perfect sand & sea. Buffet breakfast actually well maintaned until the very end. No running out of food. Clean rooms, courteous staff"

[](https://expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information)

![Harbor View Hotel](//images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg)

### Harbor View Hotel

10/10 Excellent

"The staff was amazing. Everyone was friendly and willing to help you with anything, from dinner recommendations, sites to see, parking, helping with bags and helping to install the top on my jeep."

[](https://expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.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 $225 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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-   [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?

> [Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs](https://www.expedia.ca/Oak-Bluffs-Hotels-Tranquil.h22130502.Hotel-Information): Located near Chilmark, this vacation home rental is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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

> Choose from 75 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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![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFfklEQVR4Xu2aMXLjOBBF4XKgcI+go/Bo5NF0FB5hQgUuY92/mwAIaT3bVTsbWO8lhj8++jGDaLnU/4EyB38CJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkmKQfJRJq5H9FbrrVy+yl+R+GXpUu/l6/hu69WjkbVPRlKQzDUkztonIylI5hoSZ+2Tf6pk7b9pYvcuHu5+fJTEwV/2KI3zLCRIkCAxkAgkAkkjuuLSJKtv3iyN4lbi2le024+QKDofNJAgQWI/kCApSJAE30tEHL+04uadxda+RILEQIJEIClIkJT/RNInKtrKX75z9/K7t5AIJN4xkAgkSJAg+b2kE91GeONR3qxyb2/dIWkgQVKRIJk3kDhIkNRZcmaceHuUzNHE2icjeRJNrH0ykifRxNonI3kSTax9MpIn0cTaJyN5Ek2sfTKSJ9HE2icPkifIG+/T1Sd2bsc4vWJ/B5KK5BEkE0gqkkeQTPxcSVzVF58oyQOrV2/+29haLI91tJT0pUDiLJbHOlpK+lIgcRbLYx0tJX0pkDiL5bGOlpK+FEicxfJYR0tJXwokzmJ5rKOlpC8FEmexPNbRUtKX1b86/oxurbu3446/21oTVw9uvn219Vb0H9fxR28djJaBpCJBUpEY6iJBoolIgg8/JC5Vd3xweJukfxIIxqeznfNbNxIkSAwkSJAgOZgl/UK3q1pdfZv85Pa+2frpJwEkSASSiuTcRSKQIKmzZPWJt2/u+DGSt3G02tM1kCBBcooEksV+zhESJEckXkIiJKl+XN3Nb2952/HxFbtFx0F7FD1wAwkSgQQJEiRIgkGijbFbBskYxUR5baKQd/F1eBtIkCDxbSRIkJwiJMaHT9HxMtzxYlHZJ1rUH+U6HzSQWBlJXyKZDxpIrIykL5HMB40XkIint/c0sX0SOPNphcucGkiQCCQVyXWIkAgkSD6s1P9LutbdAovEWVKsdfdPAuXRq1YDCRIkSDxAUpEgEWfJeDxYffNma5uol2dNjEhs/nS64+3HP75iIzGQBKtvxkQkDSQGkmD1zZiIpPFzJJ12/MMWuuMVlXL1gh5FmLf40x1ea+mBG0gOkCBBggTJcVwgaeiqPnc/7doXMfHhz9lbiTu+uPd3dzwSJEiQLL65Wx4REgPJq0k+rKGuXrFbrgu9RWqN/wUmTDISTxcgQYLEQNJyJP03JEi0oTflahPjjjdvZ3eFottxx8dEPd0XVvjujkeCBAmSXkHSl0heXtKOi4g61io28T58EghJf7q17yBBguQAiUDSd5AgiQ11bce744U+SI5Haa1Orbu3GkiQIEGiHSRIkASD5Alx/K0F+/Hy/Gn5xaM+UV4jHjhAguQJSJA4SL4DyStIYmLnaunm60VlZ61dYi1NjGs/iEcJkCBBgsS5Wrr5elHZWSsSJK8sWftvOi50vNa7vzy/n73zHd+JyEBSkCDpE29NgQQJErH49j5MvDXFi0j01fH59u40b3C3qlqNi+W7rdbeQyKQIDlA0kGCRCB5kNgXzJ9xodtv717WK3YZrv3+NXSb1UCCBAkSJEiQJCViUfkrEmot9e57koxfQ88gUYQESUGC5AEkipB0YqIdHyd2lqG8HZFaOjiARFFnOyIk4/GRZShvR4RkPD6yDOXtiJCMx0eWobwdEZLx+MgylLcjQjIeH1mG8nZE/0Jy5mqpvTz3V+wW1fY+vVvVPhz0O363a38ASUUyOZAgQRIgqS8v+XMgSYEkBZIUSFIgSYEkBZIUSFIgSYEkBZIUSFIgSYEkBZIUSFIgSYEkBZIUSFIgSYEkBZIUSFIgSYEkBZIUSFL8HMnfYFh8F0oUs2oAAAAASUVORK5CYII=)