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

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 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)

In three months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2026-02-06&endDate=2026-02-08&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)

![Bathroom](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/f822e23b.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)

### 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 $531 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)

![Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/7448f059.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/c726431e.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 $198

CA $755 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)

![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)

![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)

### Casa Castor • Private Room 1

Chelsea

8.0/10

Very good

(6)

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

CA $168

CA $219 total

includes taxes & fees

Nov 3 - Nov 4

[](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)

![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)

![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/w1435h960x0y0-f9a59855.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 $182

CA $369 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)

![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)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/c225b5b6.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 $543 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)

![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)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.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)

### 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 $574 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)

![Shower, hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/6eb23938.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)

![Dining](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/0716351e.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 $576 total

includes taxes & fees

Nov 2 - Nov 3

[](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)

![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)

![TV, books](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/9ec2fbef.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)

### 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 2 - Nov 3

[](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)

![Marina](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/w799h599x1y1-f1bd5657.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)

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

Gloucester,

9.8/10

Exceptional

(79)

"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 $208

CA $462 total

includes taxes & fees

Oct 15 - Oct 16

[](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)

![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)

![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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/ac544bb6.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 $210

CA $530 total

includes taxes & fees

Nov 2 - Nov 3

[](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)

![Dining](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/dcc2e1ac.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)

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

Plymouth

10/10

Exceptional

(127)

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

CA $350

CA $537 total

includes taxes & fees

Oct 19 - Oct 20

[](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)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/77000000/76340000/76331900/76331885/2816d041.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)

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

Carlisle

9.2/10

Wonderful

(30)

"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 $158

CA $255 total

includes taxes & fees

Oct 15 - Oct 16

[](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)

![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)

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

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/e1d2b388.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 $234

CA $523 total

includes taxes & fees

Oct 15 - Oct 16

[](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)

![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)

![Marina](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/2bbdd877.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 $234

CA $616 total

includes taxes & fees

Oct 14 - Oct 15

[](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)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c100b426.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 $727 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)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88110000/88105300/88105289/02505418.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 $1,343 total

includes taxes & fees

Oct 19 - Oct 20

[](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/ffeca99f.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)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/c6b3d4ef.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 $258

CA $598 total

includes taxes & fees

Oct 19 - Oct 20

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/ba22f655.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 $715 total

includes taxes & fees

Oct 14 - Oct 15

[](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)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/e1baea8c.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)

![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)

### 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 $142

CA $919 total

includes taxes & fees

Oct 14 - Oct 15

[](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)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/9c4ef881.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)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/1f4c4ca4.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 $224

CA $447 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=2025-10-27&endDate=2025-10-28&regionId=6234158&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

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## Top Eastern Massachusetts Hotel Reviews

![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)

![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)

![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg)

### The Dagny Boston

10/10 Excellent

"Rooms spacious and clean. Front desk and other employees very nice eager to assist. "

[](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

![Omni Boston Hotel at the Seaport](//images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1_y.jpg)

### Omni Boston Hotel at the Seaport

10/10 Excellent

"So convenient!"

[](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information)

![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg)

### Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent

"This exceeded our expectations, the staff was friendly and helpful and the room was clean and nice! "

[](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information)

![Wyndham Boston Beacon Hill](//images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg)

### Wyndham Boston Beacon Hill

10/10 Excellent

"Centrally located."

[](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.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)