Holiday Homes in Southeast Massachusetts

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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Featured Holiday Homes in Southeast Massachusetts

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Outdoor dining

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

10.0 out of 10, Exceptional, (38)
"Great place for a family get together "
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Outdoor dining

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

10.0 out of 10, Exceptional, (167)
"Beautiful cottage , great location. Would love to stay again "
The price is AU$1,179
includes taxes & fees
12 Oct - 13 Oct
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12
Fridge, microwave, oven, stovetop

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

10.0 out of 10, Exceptional, (3)
"We had such an amazing stay! The house was absolutely beautiful and had so much space for our family to relax and enjoy. The pool was incredible — the kids practically lived in it the whole trip! The hot tub was also a wonderful bonus! Everything was clean, comfortable, and even better than expected. The hosts were fantastic — quick to answer any questions and made sure we had everything we needed. We would definitely stay here again and highly recommend it to anyone looking for a perfect...
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12
West Falmouth Cottage in the Heart of This Historic Village.
Beach towels

West Falmouth Cottage in the Heart of This Historic Village.

10.0 out of 10, Exceptional, (55)
"Great location, comfortable and perfect for my family of four. "
West Falmouth Cottage in the Heart of This Historic Village.
Renovated cottage 1 mile to beach in Chatham!
TV

Renovated cottage 1 mile to beach in Chatham!

9.8 out of 10, Exceptional, (75)
"Great cottage, everything we needed for a really relaxing time. Good location close to everything we needed (by car). "
Renovated cottage 1 mile to beach in Chatham!
Ocean view spacious 5-bedroom Cape Cod style house with roof deck, AC, WiFi.
Sun-loungers, beach towels

Ocean view spacious 5-bedroom Cape Cod style house with roof deck, AC, WiFi.

9.8 out of 10, Exceptional, (119)
"Lau was wonderful and communicated so quickly. The house is in a great location, easy walk to the beach. "
Ocean view spacious 5-bedroom Cape Cod style house with roof deck, AC, WiFi.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Outdoor dining

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

10.0 out of 10, Exceptional, (169)
"Perfect spot for a few days away with the kids. The house had everything we needed and was in a great location! Would definitely rent again. "
The price is AU$478
includes taxes & fees
22 Sept - 23 Sept
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
2 bedrooms, free WiFi, bed sheets

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

8.6 out of 10, Excellent, (30)
"The property was perfect for our family. It’s in a great location. We rented bikes and enjoyed being able to walk and bike to the beach and market. Thanks for letting us stay!"
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Charming Home Close to Everything. AC splits Jan-April monthly rate discounts
Fridge, microwave, oven, stovetop

Charming Home Close to Everything. AC splits Jan-April monthly rate discounts

10.0 out of 10, Exceptional, (214)
"Always a great place to stay!!!!"
Charming Home Close to Everything. AC splits Jan-April monthly rate discounts
Lovely 3-bedroom house with AC & laundry Quincy 3mins away from Wollaston Beach
Beach

Lovely 3-bedroom house with AC & laundry Quincy 3mins away from Wollaston Beach

2.0 star property
5.0 out of 10, (2)
"I arrived our first night at about 930 or 945 pm. When we got there there was a property manager/ cleaner that was there in the bathroom. He had been exercising and took a shower. The bathroom was left very dirty. We texted host that we were leaving. I have a dispute with my credit card company for a full refund."
Lovely 3-bedroom house with AC & laundry Quincy 3mins away from Wollaston Beach
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Beach nearby, sun-loungers, beach towels

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

10.0 out of 10, Exceptional, (178)
"Great location and host was easy to talk to. The house was nice and plenty spacious enough for 2 families. Great central location to beaches and restaurants. "
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Beach nearby, sun-loungers

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

10.0 out of 10, Exceptional, (112)
"Comfortable and terrific location"
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Plymouth Family & Group Getaway – 5BR Home w/ Heated Pool, Hot Tub & Near Beach
Beach

Plymouth Family & Group Getaway – 5BR Home w/ Heated Pool, Hot Tub & Near Beach

Plymouth Family & Group Getaway – 5BR Home w/ Heated Pool, Hot Tub & Near Beach
Totally Renovated Central AC Dog Friendly Near Golf
Dining

Totally Renovated Central AC Dog Friendly Near Golf

9.6 out of 10, Exceptional, (7)
"Was a great house!! Clean, comfortable, and inviting. Close to Falmouth to get the ferry, close to Hyannis for dinner. Several great restaurants nearby! "
Totally Renovated Central AC Dog Friendly Near Golf
Beautiful home near Jacknife Beach and bike trail
Sun-loungers, beach towels

Beautiful home near Jacknife Beach and bike trail

9.8 out of 10, Exceptional, (75)
"Beautiful neighborhood, home very well appointedClose to everything.."
Beautiful home near Jacknife Beach and bike trail
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

9.4 out of 10, Exceptional, (114)
"This property was as advertised. Right on a private beach, the views here are incredible. Make sure you plan to see a sunrise or sunset! Owner is very easy to work with and responsive. "
The price is AU$2,002
includes taxes & fees
21 Sept - 22 Sept
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Love Sand, Madaket on the Beach, Lovely Seaside Home
Exterior

Love Sand, Madaket on the Beach, Lovely Seaside Home

10.0 out of 10, Exceptional, (54)
"We thoroughly enjoyed our two nights and are sad to leave. The property is iconically Nantucket. Its location - and the views- is spectacular. It is well equipped for a relaxing family or couples vacation. Hope we can make it back. "
The price is AU$1,234
includes taxes & fees
21 Sept - 22 Sept
Love Sand, Madaket on the Beach, Lovely Seaside Home
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Pool

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

10.0 out of 10, Exceptional, (73)
"Very homey, spacious place!"
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Cozy 4 bedroom cottage in town, with parking
Terrace/patio

Cozy 4 bedroom cottage in town, with parking

2.0 star property
9.2 out of 10, Wonderful, (19)
"Great stay, would stay again "
Cozy 4 bedroom cottage in town, with parking
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Fridge, microwave, oven, stovetop

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
10.0 out of 10, Exceptional, (22)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
The price is AU$1,145
includes taxes & fees
22 Sept - 23 Sept
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
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 Southeast Massachusetts Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"It was very nice. The room was a little smaller than expected. But we enjoyed our short stay. "
Kay 1-night trip
Posted 18 hours ago
Summercamp

Find out more about Southeast Massachusetts

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Number of reviews
1,433
Accommodation
791 Holiday Homes
Lowest Price
AU$478
Highest Price
AU$2,002