Massachusetts Vacation Rentals

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Top Cities in Massachusetts

Featured Vacation Homes in Massachusetts

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

10.0 out of 10, Exceptional, (95)
"This property is absolutely beautiful, the ocean view is spectacular sunrise and sunset is breathtaking. Thank you Mike and Judy for making our stay possible."
The price is CA $276
CA $440 total
includes taxes & fees
Apr 18 - Apr 19
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (53)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (140)
"A long time visitor of 40 years to Nantucket and 5th time renting one of Theresa’s properties. We have never been disappointed with her rentals and her newest cottage rental was an absolute delight to stay in. Everything from bedding to decor to appliances was high end quality and there was an abundance of supplies on hand. The walk to town was less than 10 minutes. The cottage was small but very quaint and we were very comfortable (2 of us and the dog) but easily could’ve had one extra on...
The price is CA $395
CA $857 total
includes taxes & fees
Apr 19 - Apr 20
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

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

9.6 out of 10, Exceptional, (89)
"Beautiful home! Check in was easy. I had a quick question and the host answered very promptly and was super nice ! House was very clean and the electric fireplace was a plus! We will definitely stay here again! "
The price is CA $129
CA $630 total
includes taxes & fees
Apr 16 - Apr 17
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (159)
"We had a wonderful time at this beautiful townhouse. There was plenty of room. It was clean and well stocked. We loved its location and I looking forward to staying again."
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Clean, Contemporary Escape | Near T

10.0 out of 10, Exceptional, (1)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape | Near T

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

9.0 out of 10, Wonderful, (26)
"I enjoyed my trip to Boston in this VRBO. It's very easy to get ubers in and out of the city which is awesome. As a house cleaner, I just have a couple of observations that I think the host should take into consideration. The hand towel was messed up on the hanger (making it look used by other guests). There was lint (??) in the drain of the kitchen sink. And the fan in the living room 100% needs some attention. I am not a picky person but some people are so I wanted to point those out....
The price is CA $283
CA $629 total
includes taxes & fees
Apr 15 - Apr 16
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (72)
"Clean and convenient. Loud neighbors"
The price is CA $137
CA $386 total
includes taxes & fees
Apr 16 - Apr 17
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

10.0 out of 10, Exceptional, (68)
"We had a great stay in the Bayside Jewel. The owner was courteous, available and so helpful! The property is exactly as advertised, fully stocked, and so comfy for our group of 5 adults, one toddler and one infant. The location was convenient for our needs. The garage was a stellar asset and large enough to fit our Grand Wagonerr! We highly recommend this property, its owners and managers!!! Our only disappointment in our trip was the weather. We came a but too early seasonally and the rain all...
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

Cozy Apartment | Near T

9.0 out of 10, Wonderful, (4)
"We enjoyed our stay in this apartment. The kitchen was well equipped. The only thing I would have liked were softer pillows. A maintenance guy had left his backpack on the counter, but communications about it were clear, and it didn't disturb our trip. The apartment was further from Back Bay than I remembered/expected, but we still walked there & back when we didn't have our luggage. No real living room, just the kitchen table, but that was clear from the listing. We'd stay there again!"
Cozy Apartment | Near T

Entire Home 2BR 2BTH Quite Area with parking

10.0 out of 10, Exceptional, (1)
"The Quiet Single Family House was the perfect place to stay for our group of a mom and 3 college-aged girls. We had plenty of space, the home was very clean and comfortable, and we were central to everything we wanted to do in the area. The neighborhood was peaceful and it wasn’t far to restaurants and grocery stores. The homeowner was a great source of information on things to do in the area as well as very responsive to any questions I had. I’d definitely rent from her again. We had a...
Entire Home 2BR 2BTH Quite Area with parking

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

9.8 out of 10, Exceptional, (21)
"The apartment was very clean and cozy but if you are tall watch out for the low ceilings. Being in an old home it has some wonderful character! The bed was very comfortable as well and has a nice living room with TV. I would highly recommend this place to stay. The host is also very receptive and on top of everything, thank you Ebenezer."
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (241)
"This beautiful carriage house is ingeniously designed with no wasted space. Surrounded by nature, it is totally private, yet it is two minutes from shops and restaurants. The window seats are sublime and the heated floors offered relief after afternoons spent hiking in the cold. "
The price is CA $208
CA $316 total
includes taxes & fees
Apr 15 - Apr 16
Berkshire Village Carriage House - Super Private!!

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

10.0 out of 10, Exceptional, (84)
"House was just as it looked in pictures. Great yard and hot tub. Close to all the cape has to offer. Will stay again !"
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

Sand Bar-Dog Friendly on Cooks Brook Beach

10.0 out of 10, Exceptional, (15)
"Hope to be back soon!"
The price is CA $354
CA $810 total
includes taxes & fees
Apr 20 - Apr 21
Sand Bar-Dog Friendly on Cooks Brook Beach

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (57)
"My mission team stayed there for the weekend. Perfect accommodation for the jobs and location that we worked at. Thank You"
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Cape Cod cottage

9.6 out of 10, Exceptional, (99)
"It was perfect! Everything we needed! Thank you for the arrival package! "
Cape Cod cottage

Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

10.0 out of 10, Exceptional, (61)
"Such a unique gem, it will delight you in so many ways. Pictures are accurate - even better when you see it. Beds are comfy, decor is uplifting and beautifully done. My sister and I wanted to take my Mom away for a special treat for a weekend and she said she felt like she was whisked away for a magical week. Many restaurants are closed off season; we went to Island Kitchen 2x - fantastic! Could’ve easily shopped and cooked, but nah! Although it is walking distance to everything, mom’s mobility...
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck

9.6 out of 10, Exceptional, (41)
"House was perfect for our needs. Clean and great location. The only suggestion is to equip house better for cooking meals. "
Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck

Incredible Boston Home | Near T

Incredible Boston Home | Near T
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.
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