Holiday Homes in Massachusetts

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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Top Cities in Massachusetts

Holiday HomesHoliday Homes

Boston

Boston

Our top choices for Massachusetts holiday homes

Fridge, microwave, oven, stovetop
Ocean Dreams, Waves as far as the eyes can see...........

Ocean Dreams, Waves as far as the eyes can see...........

Ocean Dreams, Waves as far as the eyes can see...........
Scituate
9.8 out of 10, Exceptional, (157)
"Beautiful beach house with everything we needed and the location can’t be beat. Hope to stay again the next time I’m looking for ocean views and beach time!"
United States
Elise T.
The price is €868
includes taxes & fees
20 Jan - 21 Jan
Ocean Dreams, Waves as far as the eyes can see...........
Smart TV
Newly Renovated Near Amazing Sunset Beach

Newly Renovated Near Amazing Sunset Beach

Newly Renovated Near Amazing Sunset Beach
Falmouth
9.8 out of 10, Exceptional, (76)
"Beautiful home. Clean, tidy, beautiful location…. Will definitely be staying there again."
United States
Lila
Newly Renovated Near Amazing Sunset Beach
Fridge, microwave, oven, stovetop
Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (6)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is €449
includes taxes & fees
8 Jan - 9 Jan
Spacious 4-bedroom with four and half bathrooms
Interior
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (98)
"Great place for our family trip. Plenty of room and gathering spaces. Location was convenient for touring. "
United States
Penny R.
The price is €473
includes taxes & fees
11 Jan - 12 Jan
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Outdoor dining
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (178)
"Great location, clean property!"
United States
Lisa B.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Interior
Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom

Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom

Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom
Falmouth
8.2 out of 10, Very good, (12)
"We had a great time here, especially enjoyed the pool table! The house was very clean and up to date, with plenty of space for everyone. Thank you!"
United States
Maeve H.
Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom
Fridge, microwave, oven, stovetop
FaLL Western Mass Getaway-Airhockey-Firepit

FaLL Western Mass Getaway-Airhockey-Firepit

FaLL Western Mass Getaway-Airhockey-Firepit
Colrain
9.8 out of 10, Exceptional, (38)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is €581
includes taxes & fees
11 Jan - 12 Jan
FaLL Western Mass Getaway-Airhockey-Firepit
Fridge, microwave, oven, stovetop
Moon Compass Escape – Spacious Cape Cod Retreat

Moon Compass Escape – Spacious Cape Cod Retreat

Moon Compass Escape – Spacious Cape Cod Retreat
Sandwich
9.6 out of 10, Exceptional, (7)
"My family of 6 and our little dog stayed here on our vacation to the cape. Everything was spotless upon our arrival and looked just like the photos. In a quiet, beautiful neighborhood, close enough to activities but far enough for privacy. Keyless check-in/out was super easy. Hosts communicated very well and left amenities for us to use, from beach chairs to travel guides. We would definitely stay here again!"
United States
Cindy L.
Moon Compass Escape – Spacious Cape Cod Retreat
On the beach, sun-loungers
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
East Falmouth
10.0 out of 10, Exceptional, (112)
"We were very happy with our stay. Very clean and well appointed."
United States
Leslie M.
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Interior
Family Ski Getaway in the Berkshires

Family Ski Getaway in the Berkshires

Family Ski Getaway in the Berkshires
Great Barrington
9.2 out of 10, Wonderful, (7)
"The host was exceptional and so kind. The location was in close proximity to 3 quaint New England small towns whose downtowns had many restaurants and local shops to enjoy-Great Barrington (GB Eats for breakfast), Stockbridge (best shopping) and Lenox (exceptional dinner at Frankie’s Italian). The house looked updated on the outside but inside looked like early 1900s with a hint of Victorian influence. My only caution is for anyone with mobility issues as all 3 bedrooms and the only (very small)...
United States
Kathy C.
The price is €261
includes taxes & fees
8 Jan - 9 Jan
Family Ski Getaway in the Berkshires
Beach nearby, sun-loungers, beach towels
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts
Eastham
10.0 out of 10, Exceptional, (229)
"Sweet little place with a Cape Cod feel. Neat and clean. Would stay there again. "
United States
Elizabeth C.
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts
Terrace/patio
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
West Tisbury
9.0 out of 10, Wonderful, (37)
"Great spot for a get away. Private with easy access to activities."
United States
Philip E.
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Private kitchen
Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.2 out of 10, Very good, (10)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is €132
includes taxes & fees
8 Jan - 9 Jan
Tiny Home with AC and WiFi in lovely Ludlow
Dining
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge
10.0 out of 10, Exceptional, (135)
"We very much enjoyed staying here, it was clean, well maintained and very pretty. Great location close to Lenox and Stockbridge. We had a lovely girls trip!"
United States
Steve T.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Beach nearby, sun-loungers, beach towels
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Falmouth Heights
10.0 out of 10, Exceptional, (190)
"As advertised perfect place to stay. "
United States
RYAN C.
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Smart TV, fireplace, books
Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach

Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach

Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach
Dennis
9.4 out of 10, Exceptional, (38)
"Great beach house with gorgeous views. Comfortable and clean. "
United States
christene l.
Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach
Property grounds
Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA
2.0 star property
Goshen
10.0 out of 10, Exceptional, (3)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA
Fridge, microwave, oven, stovetop
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.
Nantucket
10.0 out of 10, Exceptional, (1)
"Wonderful house, plenty of space, gorgeous peaceful view out back. Very responsive host!"
United States
Leslie B.
The price is €2,223
includes taxes & fees
8 Jan - 9 Jan
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.
Terrace/patio
Charming private townhouse-style lodging, a block from Marblehead Harbor

Charming private townhouse-style lodging, a block from Marblehead Harbor

Charming private townhouse-style lodging, a block from Marblehead Harbor
Marblehead
10.0 out of 10, Exceptional, (143)
"Wonderful 5 star accommodations in the best part of Marblehead. Walk to restaurants, coffee shops and the beach!"
United States
Elizabeth K.
Charming private townhouse-style lodging, a block from Marblehead Harbor
Terrace/patio
WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed
Bass River
10.0 out of 10, Exceptional, (96)
"We had a great time at this wonderful location!"
United States
Daria P.
WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed
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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Top Massachusetts Hotel Reviews

The Arcadian Hotel

The Arcadian Hotel

10/10 Excellent
"The desk chair was not very comfortable. Surprised there was not another chair to sit in considering the size of the room. Room was clean but the mattress was not very comfortable. All staff were pleasant."
Theodore 1-night trip
Posted 11 hours ago
The Arcadian Hotel

Find out more about Massachusetts

Massachusetts Holiday Homes information

Number of reviews
1,517
Accommodation
6046 Holiday Homes
Lowest Price
€132
Highest Price
€2,223

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