Condo vacation rentals in Massachusetts

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Top-rated condo rentals in Massachusetts

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Guest favourite

Condo in Rockport

4.99 out of 5 average rating, 186 reviews

6 Tuna Wharf - Harbor right outside kitchen door!

Dreaming of summer vacation in Rockport? This condo is in the middle of the action and excitement of Bearskin Neck yet private & directly on the wharf. Classy beachy condo overlooking Rockport Harbor & Motif 1. Steps from shops, beaches, restaurants, art galleries & beaches. Outside the kitchenette, a private patio on the wharf for morning coffee, grilling or evening happy hour. Relax and watch the boats go by year round! A fun getaway even in the off season. Book early to secure your trip!

Mar. 28 – Apr. 4

$572 CAD per night

Superhost

Condo in Cambridge

4.88 out of 5 average rating, 885 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Oct. 20 – 27

$320 CAD per night

Guest favourite

Condo in Winthrop

4.99 out of 5 average rating, 126 reviews

Beachfront Boston: Large, Cozy, Relaxed + Pets

New 2-person soaker tub with ocean-view! Gather with family & friends in this owner-hosted home. Private entrance, entire 1st floor of a multi-family home, with normal family/kid sounds. Pro-cleaned and pet-friendly, space for everyone. Scoot into adjacent Boston by car, ferry/transit, or snuggle-up for a movie on the 70” TV. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all

Dec. 13 – 20

$448 CAD per night

Superhost

Condo in Salem

4.88 out of 5 average rating, 122 reviews

Luxury, Comfy, bright condo in historical Salem

Located just 45 minutes north of Boston, Salem is best known for the witch trials of 1692 where mass hysteria led to more than 200 people being accused of practicing witchcraft, and ultimately 20 innocent people were executed. This listing is under a 10-mins walk from many Salem's attractions- Salem Witch Trials Memorial, Peabody Essex Museum...more Game changer is that you can easily walk back to the condo from all the downtown Salem attractions and comfortably rest between each attraction.

May 12 – 19

$289 CAD per night

Guest favourite

Condo in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

Newly renovated, 250 sq ft studio at Near Beach Rentals. 300 yards to Glendon Beach means you can head to the beach in the morning and you're close enough to walk back for lunch. Fully furnished studio includes a queen bed and a fold down couch, kitchen with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture. **(6) total units makes NBR a great place for larger gatherings!!!

Oct. 12 – 19

$210 CAD per night

Guest favourite

Condo in Chatham

4.96 out of 5 average rating, 279 reviews

In-town, Pied-a-Terre. Private, Sunny Comfy Home.

Bright, Sunny, fabulous in-town location. CLEAN, SAFE & PRIVATE hidden ABOVE shops, behind the Main Post Office. Great for Romantic Getaway, business trips, overflow guests. Comfortably furnished, thoughtfully outfitted. Quality linens, duvet etc. Walk to restaurants, cafe/bakery, groceries, shops, ballpark, Oyster Pond Beach, CBI, tennis courts, bike path, bike rental, etc etc. Private parking. **Please Note: Additional MA lodging tax of 12.45% will apply to all short term rentals**

Dec. 13 – 20

$280 CAD per night

Guest favourite

Condo in Jamaica Plain

4.91 out of 5 average rating, 216 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.

Jan. 12 – 19

$308 CAD per night

Guest favourite

Condo in Rockport

4.99 out of 5 average rating, 144 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream & coffee shops, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport right on Bearskin Neck. Enjoy beautiful ocean breezes sipping coffee or cocktails on the deck of this sweet beach retreat nestled on the Atlantic coast. Come fall in love with charming Rockport!

Dec. 18 – 25

$492 CAD per night

Guest favourite

Condo in Brewster

4.87 out of 5 average rating, 165 reviews

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Feb. 27 – Mar. 6

$183 CAD per night

Guest favourite

Condo in Boston

4.95 out of 5 average rating, 373 reviews

Cozy Back Bay Retreat with Parking!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Further, the health and safety of my guests is of the utmost importance to me. I have provided Clean Station with hand sanitizer pumps, hand wipes and spray. Kick your feet up, relax and enjoy your stay!

Oct. 21 – 26

$635 CAD per night

Guest favourite

Condo in Beverly

4.95 out of 5 average rating, 211 reviews

*Spacious2Br Retreat|DowntownBeverly|Salem&Parking

Welcome to this charming 2BR Downtown Beverly retreat, a true gem! Enjoy the convenience of a walkable neighborhood with a remarkable walk score of 95, allowing you to explore numerous restaurants, coffee shops, theaters, craft breweries, and a stunning beach without the need to move your car. Just a quick 3-minute stroll to the train station provides easy access to Salem, Boston, and points north like Gloucester, Rockport, and Newburyport. We're delighted to welcome you!

Sep. 5 – 12

$713 CAD per night

Guest favourite

Condo in Boston

4.95 out of 5 average rating, 173 reviews

CITY APARTMENT NEAR AIRPORT

CITY APARTMENT NEAR AIRPORT STATION NEW LISTING!!! LUXURY private One bed apartment located in a superb location. You will have the opportunity to stay one block away from Airpor T station, tree blocks away from public Library amazing green way paths, Bremen's park, near shoping center, threndy restaurants, water taxy, one stop from aquarium station and North end of Boston, and so much more to explore. This is the place to stay for your Vacation or Bussiness trip.

Apr. 22 – 29

$278 CAD per night