Holiday Homes in Massachusetts

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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Top Cities in Massachusetts

Holiday HomesHoliday Homes

Boston

Boston

Featured Holiday Homes in Massachusetts

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
Fridge, microwave, oven, stovetop

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

10.0 out of 10, Exceptional, (3)
"Everything was exceptional. The property, the location and the hosts. If there were any questions or concerns, the response from the hosts was prompt, which led to a great stay overall. Highly recommend!"
The price is €669
includes taxes & fees
22 Jun - 23 Jun
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
Fridge, microwave, oven, stovetop

Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!

10.0 out of 10, Exceptional, (2)
"Lovely, clean property. Amazing and communicative host. We had an incredible time at our Cape getaway!"
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Outdoor dining

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

9.8 out of 10, Exceptional, (73)
"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! "
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Bright Boston House | near T
Dining

Bright Boston House | near T

9.4 out of 10, Exceptional, (9)
Bright Boston House | near T
Clean, Contemporary Escape | Near T
TV, offices

Clean, Contemporary Escape | Near T

10.0 out of 10, Exceptional, (2)
"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
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (76)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
The price is €363
includes taxes & fees
24 Jun - 25 Jun
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi
Exterior

Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi

Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi
Best location in Old Town home, 5 minutes to everything, enjoy the difference!
Fridge, microwave, oven, stovetop

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

10.0 out of 10, Exceptional, (1)
"This location and space was perfect! There were 6 adults and plenty of space. The outside space was a great asset! Thanks for hosting my family!"
The price is €850
includes taxes & fees
18 Jun - 19 Jun
Best location in Old Town home, 5 minutes to everything, enjoy the difference!
Hyannis Hideaway in Cape Cod
Private kitchen

Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Beach Life Bliss - steps to the beach
Terrace/patio

Beach Life Bliss - steps to the beach

9.6 out of 10, Exceptional, (30)
"Loved this comfortable home! Well located and great host."
The price is €595
includes taxes & fees
16 Jul - 17 Jul
Beach Life Bliss - steps to the beach
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Fridge, microwave, oven, stovetop

Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach

8.6 out of 10, Excellent, (48)
"The beach nearby"
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Fridge, microwave, oven, stovetop

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

8.4 out of 10, Very good, (33)
"Perfect for one or two people, was great for myself and my dog to stay."
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Ocean Breeze Motel - Standard Double
A heated pool

Ocean Breeze Motel - Standard Double

9.8 out of 10, Exceptional, (47)
"Clean, comfortable hotel with good sized room and great shower. Good coffee and breakfast included with many options. Joanna, the owner was very helpful with suggestions in the area- biking, beach, sunsets, sea food restaurants. Had a great stay! "
The price is €250
includes taxes & fees
22 Jun - 23 Jun
Ocean Breeze Motel - Standard Double
Newly renovated house in Brandt Point, right near town and Children's Beach
Smart TV, fireplace

Newly renovated house in Brandt Point, right near town and Children's Beach

9.8 out of 10, Exceptional, (39)
"Awesome stay. Only wish we'd found the secret room sooner!"
The price is €1,711
includes taxes & fees
2 Jul - 3 Jul
Newly renovated house in Brandt Point, right near town and Children's Beach
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
Outdoor dining

5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...

10.0 out of 10, Exceptional, (70)
"Enjoyed the home and great location"
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
Deluxe Queen Room with 2 Queen Beds
1 bedroom, WiFi, bed sheets

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (1)
"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just “ok” and hung up. Thankfully there was...
The price is €138
includes taxes & fees
22 Jun - 23 Jun
Deluxe Queen Room with 2 Queen Beds
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Property grounds

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.0 out of 10, Wonderful, (51)
"Perfect setting and location for our visit. Around the corner from the beach and a two minute drive to Parker River WMA."
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Oceanfront charmer with deck, pergola, grill, full kitchen, telescope, & W/D
Property grounds

Oceanfront charmer with deck, pergola, grill, full kitchen, telescope, & W/D

9.6 out of 10, Exceptional, (14)
"Love the view and was very spacious!"
Oceanfront charmer with deck, pergola, grill, full kitchen, telescope, & W/D
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Terrace/patio

Historic Oak Bluffs home, short walk to town, beach, and harbor.

9.6 out of 10, Exceptional, (29)
"We enjoy it all. "
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Newly renovated 2BR house, FREE CAR w/beach sticker, pet friendly, sleeps 8
Living area

Newly renovated 2BR house, FREE CAR w/beach sticker, pet friendly, sleeps 8

Newly renovated 2BR house, FREE CAR w/beach sticker, pet friendly, sleeps 8
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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