Title: Eastern Massachusetts Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca

  

[Eastern Massachusetts Travel Guide](https://expedia.ca/Eastern-Massachusetts.dx6234158)[Hotels in Eastern Massachusetts](https://expedia.ca/Eastern-Massachusetts-Hotels.d6234158.Travel-Guide-Hotels)[Vacation Rentals in Eastern Massachusetts](https://expedia.ca/Eastern-Massachusetts-Vacation-Rentals.d6234158.Travel-Guide-VacationRentals)[Flights to Eastern Massachusetts](https://expedia.ca/Cheap-Flights-To-Eastern-Massachusetts.d6234158.Travel-Guide-Flights)[Things to do in Eastern Massachusetts](https://expedia.ca/Things-To-Do-In-Eastern-Massachusetts.d6234158.Travel-Guide-Activities)[Eastern Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Massachusetts.d6234158.Car-Rental-Guide)[Eastern Massachusetts Vacation Packages](https://expedia.ca/Eastern-Massachusetts.d6234158.Destination-Travel-Guides)

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# Eastern Massachusetts Vacation Rentals

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## Check prices for these dates

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Eastern Massachusetts Vacation Homes

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/c6ab1483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/8e9f1637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/479bdcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/3634414f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Beacon Hills Studio next to State house

Beacon Hill

9.8/10

Exceptional

(29)

"Great location. Quiet attractive road, walkable to main attractions with good transport links . Easy access. All facilities as described"

CA $279

CA $532 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Boston-Hotels-Gorgeous-Beacon-Hills-Studio-Next-To-State-House.h66847031.Hotel-Information)

![Fishing](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/ada37513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/3ce817ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/7448f059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Brackett Cottage) | Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/4fb450b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brackett Cottage

Marblehead

10/10

Exceptional

(1)

"Beautiful Home very clean and staff was very attentive to any needs or any comfort we needed,communication was A+ I highly recommend this beautiful home "

CA $199

CA $757 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Boston-Hotels-Brackett-Cottage.h60237490.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117980000/117976400/117976393/0300509b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117980000/117976400/117976393/6fda1ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117980000/117976400/117976393/f012a3ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, toilet paper](https://images.trvl-media.com/lodging/118000000/117980000/117976400/117976393/b9734236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Castor • Private Room 1

Chelsea

7.8/10

Good

(7)

"Clean bathroom, Good location, Many groceries stores around the area."

CA $168

CA $219 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Boston-Hotels-Casa-Castor-Private-Room-1.h117976393.Hotel-Information)

![Lake](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/w1271h954x0y3-68bc30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/a0dfe952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/a18046fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/27024ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Ipswich

9.4/10

Exceptional

(69)

"Great space with amenities needed for an overnight for our family. Clean with linens etc and even a library of books. Great communication by owner. Will visit again if in the area in the future. "

CA $183

CA $370 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Ipswich-Hotels-Modern.h33557808.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/45768c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/w1023h766x1y0-cf3908d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/8c1fc383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/c235c7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW 2BR Historic Marblehead Home+Minutes to Beach

Marblehead

10/10

Exceptional

(16)

"We really enjoyed our stay! Rachel is a very attentive host and the house was adorable and clean. Cute bar with good food walking distance from the house. We would absolutely book again! "

CA $175

CA $544 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Boston-Hotels-NEW-2BR-Historic-Marblehead-HomeMinutes-To-Beach.h106919387.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/bab152c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/d9225b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/9355f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham

9.6/10

Exceptional

(99)

"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "

CA $125

CA $575 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/367fea3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/a5a995c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/0716351e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/w4320h3285x0y3-6304351e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hidden Gem right in the city of Boston!

Hyde Park

9.6/10

Exceptional

(24)

"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."

CA $202

CA $579 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Boston-Hotels-Lovely-Apartment-In-The-City-Of-Boston.h91036903.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/w1024h670x0y7-9c6937d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/w507h683x259y0-645e7788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/9ec2fbef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/2ea674d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire Lower Level of the House, Across From The Beach

Swampscott

9.8/10

Exceptional

(21)

"Loved getting to visit the beach and the short drive to Salem!"

CA $279

CA $499 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Boston-Hotels-Entire-Lower-Level-Of-The-House.h99774365.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/dc3573e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/w800h599x0y1-757fcf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/5b5e463c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/w799h599x1y1-f1bd5657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

Gloucester,

9.8/10

Exceptional

(80)

"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "

CA $209

CA $464 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Gloucester-Hotels-Rocky-Neck-Hideaway-On-Wonson-Cove.h34385554.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/w1170h1108x0y0-1f9b0efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/w1170h1522x0y0-c83022a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/c1974577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/43c8d00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

Dartmouth

10/10

Exceptional

(17)

"Home was excellent. Well appointed and everything to make my stay comfortable. Thanks to the hosts and hope to stay again."

CA $211

CA $531 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/South-Dartmouth-Hotels-Quaint-1-Bed-1-Bath-Private-Beach-Home-Family-Friendly-Sleeps-4-Guests.h102903531.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/0fa3c7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/9ec9b26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/75e464f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/ce30a02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth

10/10

Exceptional

(128)

"Numerous options of comfortable seating to enjoy great open ocean view. "

CA $351

CA $538 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Plymouth-Hotels-Private-Ocean-Front-Oversized-Suite.h72655315.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76340000/76331900/76331885/w954h683x41y0-082be846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76340000/76331900/76331885/1319b56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76340000/76331900/76331885/ec0ceaf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/77000000/76340000/76331900/76331885/aa567a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ✨Private Studio w/ Loft Center Historic Carlisle✨

Carlisle

9.2/10

Wonderful

(32)

"Charming and impeccably clean place to stay for a quick trip out to the Greater Boston Area for travel and exploration. Easy access to main roads and visiting Kimball Farm for some great ice cream right down the road is an absolute must! "

CA $150

CA $263 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Carlisle-Hotels-Private-Studio-W-Loft-Center-Historic-Carlisle.h76331885.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/477f26fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/2106f297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/2e839e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/2f66c2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious & Convenient 1BR unit-20min to Boston

Melrose

10/10

Exceptional

(11)

"The host stays in the same building and are friendly and helpful. We enjoy the timely response from th host, the clean and modern property, and the convenient location! "

CA $235

CA $525 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Boston-Hotels-Spacious-Convenient-1BR-Unit-20min-To-Boston.h108812923.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/7eb3584c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/2bbdd877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/740155a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/ec67d43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Rockport

10/10

Exceptional

(29)

"House was exactly as shown in the listing and was very clean and comfortable. Great location. "

CA $249

CA $637 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Rockport-Hotels-Newly-Renovated-2BR-Rockport-Home-W-Parking-Steps-To-Back-BeachBearskin-Neck.h105767223.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/8928d372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/3e9866f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

West Brewster

9.6/10

Exceptional

(50)

"Enjoyed the stay at the house very much. The house was as described and very clean. Great location and we plan on staying again in the future."

CA $185

CA $729 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/89000000/88110000/88105300/88105289/ba401672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88110000/88105300/88105289/02505418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88110000/88105300/88105289/2b31909d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88110000/88105300/88105289/c351e849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

East Falmouth

10/10

Exceptional

(35)

"The location was a perfect fit for our needs. "

CA $189

CA $1,346 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/East-Falmouth-Hotels-Waterfront-On-Lake-6-Bd.h88105289.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/b2533ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/9537d404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/c6b3d4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/3989ceaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Life Bliss - steps to the beach

Gloucester

9.8/10

Exceptional

(40)

"This special place is just a short walk to Plum Cove!"

CA $534

CA $951 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Gloucester-Hotels-Beach-Life-Bliss-Steps-To-The-Beach.h34003201.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/7255c893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/1b667609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/f2144f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/ad052d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham

10/10

Exceptional

(20)

"Lovely property, spacious and VERY clean..location is ideal..."

CA $232

CA $704 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/0a0bedb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/b1c9bc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/4d495670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/77e758ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

West Brewster

10/10

Exceptional

(23)

"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"

CA $212

CA $1,013 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/6b159726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/137afb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/ef630646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/9c4ef881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy two bedroom house in the heart of Gloucester

Gloucester

9.6/10

Exceptional

(12)

"Great location!"

CA $225

CA $449 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Gloucester-Hotels-Cozy-Two-Bedroom-House-In-The-Heart-Of-Gloucester.h101198528.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=2025-10-29&endDate=2025-10-30&regionId=6234158&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

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## Top Eastern Massachusetts Hotel Reviews

![The Arcadian Hotel](//images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg)

### The Arcadian Hotel

10/10 Excellent

"I had an amazing time at the arcadian, it was nice and clean and the interior decor/lobby was beautiful. Easy to walk to a center where theres plenty of food and shopping!"

[](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information)

![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg)

### citizenM Boston Back Bay

10/10 Excellent

"Very modern, nice interior and very helpful staff location is excellent too "

[](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information)

![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg)

### citizenM Boston North Station

10/10 Excellent

"Will definitely stay here again!"

[](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg)

### Seaport Hotel Boston

10/10 Excellent

"Wonderful area and great hotel. "

[](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg)

### The Revolution Hotel

10/10 Excellent

"Fast check in very convenient exactly what you need it for. Well decorated"

[](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information)

![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg)

### Harborside Inn Of Boston

10/10 Excellent

"Great hotel. Perfect. "

[](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg)

### Encore Boston Harbor

10/10 Excellent

"Wonderful room!"

[](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information)

![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg)

### Copley Square Hotel, a FOUND Hotel

10/10 Excellent

"Love this hotel!!!"

[](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information)

![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg)

### YOTEL Boston

10/10 Excellent

"Clean rooms great staff and good dining."

[](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information)

## Find out more about Eastern Massachusetts

## Eastern Massachusetts Vacation Homes information

| Number of reviews | |
| --- | --- |
| Accommodation | Vacation Homes |
| Lowest Price | |
| Highest Price | |

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-   [Book Vacation Homes in Eastern Massachusetts on Expedia.com](https://www.expedia.com/Eastern-Massachusetts-Private-Vacation-Homes.d6234158-aaPrivateVacationHomes.Travel-Guide-Accommodation)