Vacation rentals in Massachusetts

4.92 out of 5 average rating, 109 reviews

Apartment in Oak Bluffs

Absolute Best Location on the Island

DanielleRating, 5 stars5 months ago

My family & I have been vacationing at Larry’s Historic Arcade for the past 7+ years. It is in the most perfect spot located right on Circuit Ave in the heart of Oak Bluffs. There are many stores and restaurants located on this road and it’s super convenient to have a market right across the street for any last minute essentials. We always rent the third floor apartment. It is very spacious and has a full size bed, a loft with 2 twin size beds and a pull out couch. It also has 2 decks. One over looking circuit ave and one on the other side with a grill. The house has WiFi, 2 mini splits (for ac or heat) a tv and a full kitchen. I highly recommend booking Larry’s Historic Arcade. It has everything you need and more. Thank you Larry for providing the perfect vacation spot for me and my family. We are already looking forward to next year!

4.88 out of 5 average rating, 153 reviews

Home in Yarmouth

* Walk to the beach - Swiss Beach House! *

JennaRating, 5 stars8 months ago

The Swiss House is an ideal retreat for families seeking a harmonious blend of comfort and connection. The expansive open-concept living area downstairs fostered a sense of togetherness, while the well-appointed kitchen made preparing family meals a breeze. Nestled away from the hustle, yet conveniently close to amenities, the house offers a perfect balance of privacy and accessibility. A quick drive to Mayflower Beach added to the allure, making our stay nothing short of delightful.

4.81 out of 5 average rating, 471 reviews

Cottage in Provincetown

Private cottage green friendly and pet friendly

BasilRating, 5 stars1 week ago

We loved our stay at Nathaniel’s. Super charming cottage just steps away from Commercial Street and convenience to all of PTown. The place was such a gem with a fenced in yard for our small dog, recessed back off the street so felt safe and private. The bed was super comfy, great lighting, the whole place atmospheric and cozy. We will be looking to book this place again on our next trip to PTown.

5 out of 5 average rating, 20 reviews

Home in Scituate

Coastal Retreat

RachelRating, 5 stars2 months ago

Our stay at this lovely Scituate Coastal Retreat was fabulous. The house was immaculately clean and the decor was perfection. The common areas were cozy, but spacious and the kitchen was well stocked with any tools/utensils we needed. Beds were comfortable and our party of 4 adults had plenty of room. The hosts left great suggestions for local dining and the house was only a 2 min drive (15min walk) to downtown Front St restaurants and shopping. Host Andrew was very responsive and wonderfully accommodating, allowing for a later check-out when requested. We were staying in the Winter, so perhsps check out time may not be as flexible in the warmer months. Check-in & check-out was a breeze! We hope to rent this property again. Thank you Andrew & Madeline!

Guesthouse in Provincetown

5 out of 5 average rating, 67 reviews

Central Cottage-Incredible Location, Stylish Charm

RyanRating, 5 stars6 months ago

My partner and I have visited PTown on several occasions now, but this was our first stay at Jason's place. I cannot say enough great things. The space itself is adorable! Everything was well thought out, and made to feel like a home. The bed was cozy, and Jason provided any and all of the amenities you could have asked for. Jason's space is less than a minute walk to Commercial Street, and close to Joe Coffee (along with so many other places). Jason was extremely accommodating, communicated so well, and went out of his way to welcome us. The location alone was easily one of the most convenient spaces we have rented. We would absolutely stay again.

5 out of 5 average rating, 6 reviews

Home in Great Barrington

Summer & Leaf Season Rental!

AnnieRating, 5 stars3 months ago

What a lovely home! It’s in the residential neighborhood above Great Barrington, which means it’s walkable to Lake Mansfield and the trails there and also either a short drive or a nice walk to everything downtown GB has to offer. The house is squeaky clean with nice kitchen amenities, a yard, and a beautiful detached screen porch for warmer months. Perfect size for a small family and very cozy. We will be back!

4.89 out of 5 average rating, 57 reviews

Home in Orleans

Romantic Orleans waterfront cottage

JamesRating, 5 stars7 months ago

cute little cottage on a cove with that classic old cape look and feel. Plenty of things to do and great food around! the Ice Cream cafe is fantastic! and really liked friends market. Nauset beach is beautiful and the cape as a whole is lovely as it always has been.

5 out of 5 average rating, 24 reviews

Home in Yarmouth

Cape Cod Retreat

LizRating, 5 stars7 months ago

Fantastic home that clearly is actually enjoyed by the owners (so no weird surprises like you find in places that only exist as rentals). Well designed space that’s very comfortable to exist in. About a mile to the nearest ocean beach so we ended up driving more than walking but there’s plenty to do with a car.

Vacation rentals for every style

Get the amount of space that is right for you.

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Massachusetts vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Massachusetts

4.81 out of 5 average rating, 108 reviews

Apartment in Revere

Home away from home Beach,Logan,Encore, DownTown

LucasRating, 5 stars3 months ago

I felt at home, the host was very kind, respectful and responsive. Great neighborhood, near to the Logan Airport, shopping centers and restaurants. The house is very clean and well arranged. It’s also very peaceful. We had so much fun staying there.

4.93 out of 5 average rating, 14 reviews

Home in Monroe

The Camp

BrendaRating, 5 stars2 months ago

We enjoyed a short ski trip to Berkshire East. M's place was comfortable, spacious and clean. The kitchen had everything we needed to cook and make coffee. They even had dog bowls and treats for our pup! Snow removal was completed early, allowing us to get out and on the slopes for the day. As M says in the description, you definitely need a vehicle with AWD or 4X4 since you are nestled in the mountains. We enjoyed the bountiful binder with history of the small town and local attractions. I would caution people with young children and older folks about the steep staircase to the 2nd floor where the bedrooms are. The 1 full bath is on the first floor so if you're like me, you need to navigate the stairs in the middle of the night. We didn't mind this since it is part of the charm of a historic building and our family of four including two teens had no problems. We enjoyed our stay and would love to return!

4.91 out of 5 average rating, 66 reviews

Apartment in Marshfield

FULLY RENO'D apt w/water views near beach& marina

MatthewRating, 5 stars6 months ago

Space was exactly as listed. Very clean and tons of space. We’d absolutely stay here again. Kelly was SUPER kind and responsive!

5 out of 5 average rating, 13 reviews

Home in Great Barrington

Great Barrington Ranch. Sleeps 10,Hot Tub, 5 acres

JuanRating, 5 stars1 month ago

We loved this airbnb! The location was perfect very close to Catamount where we went skiing. The house had plenty of space for 9 people. The best part was the host though. Alyssa’s communication is great and she was very flexible and helpful. Would definitely stay again!

4.94 out of 5 average rating, 18 reviews

Home in Mashpee

25 Menemsha Rd., Popponesset, pond & beach views

LisaRating, 5 stars4 months ago

We absolutely enjoyed our stayed. It's beautiful from the pictures online, but when you walk in it has a feel of being at a getaway even better than expected. The view is gorgeous and the home is very well kept and decorated. A big bonus for us was the spacious outdoor hottub. I would definitely feel comfortable booking with them again!

4.93 out of 5 average rating, 14 reviews

Home in Wareham

Private home, secluded 6 acre lot with water view

JaredRating, 5 stars7 months ago

Rebecca’s house in Wareham was a blessing! She is an attentive and responsive host, any concerns I had she was able to resolve immediately. We found ourselves wishing we had booked a longer stay to enjoy everything there was to offer!! Thank you Rebecca!

5 out of 5 average rating, 6 reviews

Home in Yarmouth

Yarmouthport house heated pool/hot tub near beach.

DeniziaRating, 5 stars7 months ago

We had an amazing stay at this beautiful home! The host was incredibly friendly and flexible . The home itself was spotless, very well maintained and had everything we needed for a comfortable stay. We really enjoyed our time here and would highly recommend this place to anyone looking for a relaxing and enjoyable stay!