Title: Chappaquiddick Island Vacation Rentals from CA $215: Short-Term Rentals for 2026 | Expedia.ca

[Chappaquiddick Island Travel Guide](https://expedia.ca/Chappaquiddick-Island.dx6287412)[Hotels in Chappaquiddick Island](https://expedia.ca/Chappaquiddick-Island-Hotels.d6287412.Travel-Guide-Hotels)[Flights to Chappaquiddick Island](https://expedia.ca/Cheap-Flights-To-Chappaquiddick-Island.d6287412.Travel-Guide-Flights)[Chappaquiddick Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chappaquiddick-Island.d6287412.Car-Rental-Guide)[Chappaquiddick Island Vacation Packages](https://expedia.ca/Chappaquiddick-Island.d6287412.Destination-Travel-Guides)

![A short walk from downtown Edgartown is this lighthouse and beautiful beach.  Many great photo opportunities within walking distance of this location.](https://images.trvl-media.com/place/10752/395f623c-9efd-454a-b51c-087ea417df3d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Jason Kennedy

# Chappaquiddick Island Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2025-12-23&endDate=2025-12-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2025-12-24&endDate=2025-12-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chappaquiddick Island vacation rentals

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

![Restaurant](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/c3910e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Club at New Seabury

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

New Seabury

9.0/10

Wonderful

(340)

"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 "

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

Jose O.

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

![On the beach, white sand](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/7380dc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/7f6b1d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/23bd3a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/fcdb2776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### InnSeason Resorts Captain's Quarters

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

Falmouth Heights

9.8/10

Exceptional

(192)

"Great property! Would definitely stay again."

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

Brad

CA $205

CA $234 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Family Condo, 2 Bedrooms (1 Queen, 2 Twins and 1 Sofa Beds) | Living area](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/9674aeed.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)

![Deluxe Townhome, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/14000000/13580000/13577900/13577889/eecd76a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Mist Resort

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

Mashpee

8.6/10

Excellent

(144)

"Just there for one night but very enjoyable stay."

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

Shawna

CA $187

CA $215 total

includes taxes & fees

Dec 29 - Dec 30

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

![Beach](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/e18ada43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/f82cd3a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/4ca10273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/64e8d70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

[](https://www.expedia.ca/East-Falmouth-Hotels-Contemporary-Coastal-Retreat-Nearby-Falmouth-Beaches-W-Spacious-Living-Area.h102521259.Hotel-Information)

Falmouth

10/10

Exceptional

(8)

"A beautiful home conveniently located-very clean Nd comfortable for 6 long time friends."

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

Linda W.

CA $282

CA $809 total

includes taxes & fees

Jan 16 - Jan 17, 2026

[](https://www.expedia.ca/East-Falmouth-Hotels-Contemporary-Coastal-Retreat-Nearby-Falmouth-Beaches-W-Spacious-Living-Area.h102521259.Hotel-Information)

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

![TV, DVD player](https://images.trvl-media.com/lodging/34000000/33940000/33934600/33934525/5aab1e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33940000/33934600/33934525/ea4dee86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33940000/33934600/33934525/64e2bacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Katama

9.6/10

Exceptional

(47)

"We really enjoyed our stay. The house was conveniently located near Edgartown and South Beach in a quiet neighborhood. The house had everything we needed and more and was in great shape. Would definitely stay here again. "

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

Patrick S.

CA $278

CA $856 total

includes taxes & fees

Dec 30 - Dec 31

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

![Interior](https://images.trvl-media.com/lodging/36000000/35760000/35757500/35757434/b0e4c97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35760000/35757500/35757434/9d663884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35760000/35757500/35757434/5c353825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35760000/35757500/35757434/daf65f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

[](https://www.expedia.ca/Mashpee-Hotels-Sleeps-6-New-Seabury-W-Pool-All-Season-Modern-Condo.h35757434.Hotel-Information)

New Seabury

10/10

Exceptional

(79)

"We were extremely happy with our stay. The condo was beautiful, had everything we needed. Looking forward to coming back again next year for a longer stay"

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

Beth H.

CA $203

CA $548 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Mashpee-Hotels-Sleeps-6-New-Seabury-W-Pool-All-Season-Modern-Condo.h35757434.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/4dca0890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/ad1e409d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/6d9e4743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/e3989985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Falmouth Oasis

[](https://www.expedia.ca/East-Falmouth-Hotels-Falmouth-Oasis.h118951248.Hotel-Information)

Falmouth

CA $198

CA $598 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/East-Falmouth-Hotels-Falmouth-Oasis.h118951248.Hotel-Information)

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

![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)

![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/446ec9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/850adf08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Falmouth

10/10

Exceptional

(211)

"Nicely furnished and very comfortable. Very private, yet convenient location. "

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

John H.

CA $223

CA $680 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Dining](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/788e32c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/42559515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/6c9a2670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/6eadd250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

[](https://www.expedia.ca/Cotuit-Hotels-Lakefront-Stunning-Cape-Cod-Views-W-Private-Lake-Beach-Acre-Land-On-The-Lake.h112175052.Hotel-Information)

Barnstable

10/10

Exceptional

(1)

"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...

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

Madilynn B.

CA $613

CA $1,466 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Cotuit-Hotels-Lakefront-Stunning-Cape-Cod-Views-W-Private-Lake-Beach-Acre-Land-On-The-Lake.h112175052.Hotel-Information)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/c69cb904.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)

![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)

### The Seashell Cove - Martha's Vineyard

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

Katama

9.8/10

Exceptional

(24)

"Property was perfectly kept and very comfortable. "

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

Steve D.

CA $344

CA $789 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Family House, Private Bathroom, Pool View | Lounge](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/d6ef30c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Private Bathroom, Pool View | Terrace/patio](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/67634136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Private Bathroom, Pool View | Garden](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/9bd5f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, Private Bathroom, Pool View | Restaurant](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/ecad4998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sal's Place

[](https://www.expedia.ca/Hyannis-Hotels-Sals-Place.h119373964.Hotel-Information)

Hyannis

CA $385

CA $606 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Hyannis-Hotels-Sals-Place.h119373964.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/1d878353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/07959f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/2028ac80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/6c6d9efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

[](https://www.expedia.ca/Hyannis-Hotels-Cape-Diem-All-New-15m-To-Criagville.h114470524.Hotel-Information)

Barnstable

10/10

Exceptional

(4)

"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "

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

Jim C.

CA $363

CA $916 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Hyannis-Hotels-Cape-Diem-All-New-15m-To-Criagville.h114470524.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/50e1ebca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/12b12e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/892c50c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/c1d04f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy efficiency apartment/heated pool

[](https://www.expedia.ca/Chilmark-Hotels-Cozy-Efficiency-Apartmentheated-Pool.h69206534.Hotel-Information)

Chilmark

9.6/10

Exceptional

(21)

"We loved this property and would love to return!"

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

Clifford L.

CA $406

CA $633 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Chilmark-Hotels-Cozy-Efficiency-Apartmentheated-Pool.h69206534.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100580000/100577000/100576943/w1555h875x0y0-20ccf473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100580000/100577000/100576943/6b47788d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100580000/100577000/100576943/3c631c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100580000/100577000/100576943/edb44a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Remodeled historical Gosnold Cottage.300 yards to the beach.

[](https://www.expedia.ca/Hyannis-Hotels-Remodeled-Historical-Gosnold-Cottage300-Yards-To-The-Beach.h100576943.Hotel-Information)

HYANNIS

10/10

Exceptional

(8)

"Place was beautiful and immaculate. We really enjoyed our stay. "

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

Cathy G.

CA $452

CA $1,032 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Hyannis-Hotels-Remodeled-Historical-Gosnold-Cottage300-Yards-To-The-Beach.h100576943.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/e40e33d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/ffd9d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/30871009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/473d0722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyannis Hideaway in Cape Cod

[](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Hideaway-In-Cape-Cod.h114966969.Hotel-Information)

Barnstable

10/10

Exceptional

(2)

"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "

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

Hunter W.

CA $462

CA $820 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Hideaway-In-Cape-Cod.h114966969.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/c76c5bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/e6152028.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!

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

Oak Bluffs

9.4/10

Exceptional

(3)

"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "

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

Louis R.

CA $481

CA $1,216 total

includes taxes & fees

Dec 27 - Dec 28

[](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/113000000/112140000/112137900/112137835/50be1c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112140000/112137900/112137835/d4dde069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112140000/112137900/112137835/51e9acfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112140000/112137900/112137835/047b0b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Lake House for Large Groups w Private Acre+ short path to Lake

[](https://www.expedia.ca/Cotuit-Hotels-Spacious-Lake-House-For-Large-Groups-W-Private-Acre-Short-Path-To-Lake.h112137835.Hotel-Information)

Barnstable

9.0/10

Wonderful

(4)

"Had a great stay here - the hosts were flexible with our early check in and made the whole trip a smooth process! "

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

Ally D.

CA $681

CA $1,560 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Cotuit-Hotels-Spacious-Lake-House-For-Large-Groups-W-Private-Acre-Short-Path-To-Lake.h112137835.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/f11c73df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/d8696d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/771e8631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/b9ac9568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sal's Place-Close to Tourism, Private Yard, Pool!

[](https://www.expedia.ca/Hyannis-Hotels-Sals-Place-With-Pool.h116716176.Hotel-Information)

Barnstable

CA $385

CA $499 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Hyannis-Hotels-Sals-Place-With-Pool.h116716176.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)

![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/35000000/34480000/34479300/34479239/737400ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Oak Bluffs

9.4/10

Exceptional

(88)

"Very happy. Thank you for the stay."

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

Gillian S.

CA $371

CA $685 total

includes taxes & fees

Dec 25 - Dec 26

[](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/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/f4a7a012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/1925ab75.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!

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

Oak Bluffs

10/10

Exceptional

(7)

"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."

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

Swathanthra M.

CA $756

CA $1,666 total

includes taxes & fees

Dec 25 - Dec 26

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

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&regionId=6287412&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Private vacation homes

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Condos

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chappaquiddick+Island%2C+Massachusetts%2C+United+States+of+America&regionId=6287412&latLong=41.374432%2C-70.472946&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chappaquiddick+Island%2C+Massachusetts%2C+United+States+of+America&regionId=6287412&latLong=41.374432%2C-70.472946&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chappaquiddick+Island%2C+Massachusetts%2C+United+States+of+America&regionId=6287412&latLong=41.374432%2C-70.472946&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CABIN)

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## Top Chappaquiddick Island Hotel Reviews

![Courtyard By Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/1600/1517/ba128f08_y.jpg)

### Courtyard By Marriott Cape Cod Hyannis

10/10 Excellent

"Parking was free and easy, room was very clean and housekeeping service was top notch. "

[](https://expedia.ca/Hyannis-Hotels-Courtyard-By-Marriott-Cape-Cod-Hyannis.h1517.Hotel-Information)

![Courtyard Resort](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e_y.jpg)

### Courtyard Resort

10/10 Excellent

"Room what nice very easy check in.. The only thing is the toilet flooded our room but they moved us to another unit no problem! I always enjoy my stay at courtyard resort"

[](https://expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information)

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

### The Coonamessett

10/10 Excellent

"Very friendly staff. Clean quiet and comfortable room. Loved the breakfast options"

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

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

### Vineyard Harbor Motel - Private Beach

10/10 Excellent

"Everything was great "

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

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

### Faraway Martha's Vineyard

10/10 Excellent

"Very cozy comfortable hotel!!"

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

![Hyannis Harbor Hotel](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772_y.jpg)

### Hyannis Harbor Hotel

10/10 Excellent

"I’ve been to this hotel before. Its lovely."

[](https://expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information)

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

### Mansion House Inn And Spa

10/10 Excellent

"The Mansion House was a lovely stay. Style, class, cleanlines…The Mansion House almost was perfect. 2 things not so much but minor. The thermostat in the room was strange. Very drafty in the room. The continental breakfast for the Mansion House was very stingy. I would have loved plain oatmeal with fresh blueberries but all they had was the sugar filled kids oatmeal. The eggs were cold hard boiled served over ice. Not so much. Other than that, the Mansion House was wonderful. "

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

![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8_y.jpg)

### Comfort Inn Hyannis - Cape Cod

10/10 Excellent

"Nice hotel had a perfect stay"

[](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information)

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

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

10/10 Excellent

"Location breakfast"

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

## Find out more about Chappaquiddick Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chappaquiddick Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Cheap Flights from Toronto (YYZ) to Adelaide (ADL)](https://expedia.ca/lp/flights/yyz/adl/toronto-to-adelaide)
- [Cheap Flights from Montreal (YUL) to Houston (IAH)](https://expedia.ca/lp/flights/yul/iah/montreal-to-houston)
- [Cheap Flights from Burlington (BTV) to London (LHR)](https://expedia.ca/lp/flights/btv/lhr/burlington-to-london)
- [Flights to India](https://expedia.ca/Destinations-In-India.d80.Flight-Destinations)
- [Cheap Flights to Greeneville](https://expedia.ca/Cheap-Flights-To-Greeneville.d7439.Travel-Guide-Flights)
- [Cheap Flights to Welland](https://expedia.ca/Cheap-Flights-To-Welland.d7663.Travel-Guide-Flights)
- [Cheap Flights to Toronto](https://expedia.ca/Cheap-Flights-To-Toronto.d178314.Travel-Guide-Flights)
- [Cheap Flights to Vancouver](https://expedia.ca/Cheap-Flights-To-Vancouver.d178315.Travel-Guide-Flights)
- [Cheap Flights from Toronto (YYZ) to Bucaramanga (BGA)](https://expedia.ca/lp/flights/yyz/bga/toronto-to-bucaramanga)
- [Cheap Flights from Victoria (YYJ) to Puerto Vallarta (PVR)](https://expedia.ca/lp/flights/yyj/pvr/victoria-to-puerto-vallarta)
- [Cheap Flights from Buffalo (BUF) to Ahmedabad (AMD)](https://expedia.ca/lp/flights/buf/amd/buffalo-to-ahmedabad)

Cars

- [Dollar Rent A Car Car Rentals In Mississauga](https://expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-Mississauga.d7954-c43.Car-Rental-Guide-Suppliers)

Cruises

- [Cruises to Europe](https://expedia.ca/Cruises-to-Europe.d6022967.Travel-Guide-Cruise)

Packages

- [Canada Vacations](https://expedia.ca/Canada.d31.Destination-Travel-Guides)

General

- [Visit Northern California](https://expedia.ca/Northern-California.dx6229628)
- [Visit Frontenac Islands](https://expedia.ca/Frontenac-Islands.dx553248635921598822)

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