Holiday Homes in Southeast Massachusetts

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Featured Holiday Homes in Southeast Massachusetts

Cozy Large Home in Harwich with Patio near Wequassett Resort

Harwich
9.8 out of 10, Exceptional, (11)
"Friends and I really enjoyed the stay, however short it was. Jen was a great host, very responsive and knowledgable about the area and made the stay feel so stress-free and fun. Would absolutely recommend!"
United States
Jack F.
The price is NZ$928
includes taxes & fees
7 Dec - 8 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is NZ$574
includes taxes & fees
17 Nov - 18 Nov
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Make this charming, modern retreat your home away from home!!

Wareham
9.6 out of 10, Exceptional, (5)
"Great place for a weekend near family. "
United States
Z B.
The price is NZ$550
includes taxes & fees
16 Nov - 17 Nov
Make this charming, modern retreat your home away from home!!

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

2.0 star property
West Brewster
10.0 out of 10, Exceptional, (24)
"The house was very clean and comfortable. The outdoor patio is especially nice as well."
United States
Gina C.
The price is NZ$1,139
includes taxes & fees
18 Nov - 19 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

Chatham
9.6 out of 10, Exceptional, (99)
"We had a great time on the Cape and lucked out with beautiful weather too! We loved this house and were so grateful to be able to bring our dogs! Thank you"
United States
Judy M.
The price is NZ$721
includes taxes & fees
17 Nov - 18 Nov
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

Plymouth
10.0 out of 10, Exceptional, (129)
"Numerous options of comfortable seating to enjoy great open ocean view. "
United States
Jen
The price is NZ$674
includes taxes & fees
28 Nov - 29 Nov
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Bayside
9.8 out of 10, Exceptional, (14)
"Excellent"
United States
Sandy S.
The price is NZ$707
includes taxes & fees
16 Nov - 17 Nov
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

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

Dennis
10.0 out of 10, Exceptional, (175)
"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. "
United States
Dana B.
The price is NZ$553
includes taxes & fees
22 Nov - 23 Nov
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Nantucket - edge of town

Nantucket
9.6 out of 10, Exceptional, (88)
"Very easy, comfortable and accessible to beaches and town!"
United States
Jacqueline D.
The price is NZ$858
includes taxes & fees
1 Dec - 2 Dec
Nantucket - edge of town

Charming 2-bedroom building in delightful Hull with ocean view

Nantasket Beach
9.6 out of 10, Exceptional, (5)
"The property is conveniently located next to the beach and has very nice deck views. The poperty manager was very nice and provided timely support. Highly recommeded!!"
United States
Louay A.
The price is NZ$443
includes taxes & fees
17 Nov - 18 Nov
Charming 2-bedroom building in delightful Hull with ocean view

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet
10.0 out of 10, Exceptional, (74)
"Drew was one of the best landlords we’ve ever had on a vacation property. He was very responsive to the few questions that we had and asked proactively if there was anything that we needed throughout our week. The view from the porch was spectacular."
United States
David M.
The price is NZ$767
includes taxes & fees
16 Nov - 17 Nov
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

West Brewster
9.6 out of 10, Exceptional, (50)
"The house was as described and very clean upon arrival. Loved the house! The location was very convenient. Will stay again in the future."
United States
Scott B.
The price is NZ$917
includes taxes & fees
16 Nov - 17 Nov
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

🔥BLACK FRIDAY🔥 40-Spacious,cozy, waterfront house in Yarmouth

South Yarmouth
9.0 out of 10, Wonderful, (4)
"The house was spacious and great for our family. Great communicator with the host."
United States
Shelly J.
The price is NZ$1,001
includes taxes & fees
16 Nov - 17 Nov
🔥BLACK FRIDAY🔥 40-Spacious,cozy, waterfront house in Yarmouth

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Eastham
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is NZ$896
includes taxes & fees
20 Nov - 21 Nov
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

Plymouth
10.0 out of 10, Exceptional, (18)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is NZ$795
includes taxes & fees
25 Nov - 26 Nov
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

Quincy
9.6 out of 10, Exceptional, (50)
"Everything was wonderful"
United States
Eric C.
The price is NZ$613
includes taxes & fees
16 Nov - 17 Nov
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham
10.0 out of 10, Exceptional, (21)
"Our family booked a spontaneous weekend in April, and we will sure be back! This beautiful spacious house was spotless when we arrived, and the arrival treats for our 2 legged and 4 legged boys was a thoughtful touch! Our family used the bikes and kayaks that were available, explored the coves and beaches with our dogs. It was the perfect place for our getaway!"
United States
Kristen S.
The price is NZ$889
includes taxes & fees
16 Nov - 17 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove

Brayton Point Beach Bungalow in Somerset Massachusetts

2.0 star property
Somerset
10.0 out of 10, Exceptional, (4)
"Brilliant house. Everything we needed was there. Area was quiet, lovely setting. Amazing hosts made us feel at home."
United Kingdom
Ann R.
The price is NZ$466
includes taxes & fees
28 Nov - 29 Nov
Brayton Point Beach Bungalow in Somerset Massachusetts

Charming Hyannis 3 Bed 2 Bath

Barnstable
9.4 out of 10, Exceptional, (11)
"Walk to Hyannis restaurants & bars. Walk to ferry. "
United States
Dina M.
The price is NZ$1,012
includes taxes & fees
16 Nov - 17 Nov
Charming Hyannis 3 Bed 2 Bath

Blue Haven Houseboat

2.0 star property
New Bedford
The price is NZ$245
includes taxes & fees
19 Nov - 20 Nov
Blue Haven Houseboat
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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