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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475473-Boston.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Eastern Massachusetts Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## 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®ionId=6234158&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FEastern-Massachusetts-Private-Vacation-Homes.d6234158-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FEastern-Massachusetts-Private-Vacation-Homes.d6234158-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## 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 | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in New England](https://www.expedia.ca/5Star-New-England-Hotels.s50-0-d553248635975748760.Travel-Guide-Filter-Hotels) - [Hotels near Deerfield River](https://www.expedia.ca/Deerfield-River-Hotels.0-l682156682122641408-0.Travel-Guide-Filter-Hotels) - [B&B in Merrimack Valley](https://www.expedia.ca/Merrimack-Valley-Bed-And-Breakfast.d6047671-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Merrimack Valley](https://www.expedia.ca/Merrimack-Valley-Cabins.d6047671-aaCabins.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Merrimack Valley](https://www.expedia.ca/Merrimack-Valley-Hotels-Beach-Hotel.0-0-d6047671-tBeachHotel.Travel-Guide-Filter-Hotels) - 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