Holiday Homes in Southeast Massachusetts

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Check prices for these dates

Next weekend
24 Oct - 26 Oct
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31 Oct - 2 Nov
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14 Nov - 16 Nov
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12 Dec - 14 Dec

Featured Holiday Homes in Southeast Massachusetts

Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.6 out of 10, Exceptional, (99)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
Mike D.
The price is AU$635
includes taxes & fees
19 Oct - 20 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Fridge, microwave, oven, stovetop
The Mermaid House @ OBC Cape Cod Beach Resort-8PPL.HotTub
The Mermaid House @ OBC Cape Cod Beach Resort-8PPL.HotTub
8.0 out of 10, Very good, (7)
"Love the place but felt like would of been better if the owner wasn’t around not that they where bad or annoying just didn’t feel like we was like away felt like we was being watched but besides that loved it Wish barbecue was working and speaker in house was weird set up but besides that it was amazing"
Oscar B.
The price is AU$703
includes taxes & fees
23 Oct - 24 Oct
The Mermaid House @ OBC Cape Cod Beach Resort-8PPL.HotTub
On the beach, sun-loungers, beach towels
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
10.0 out of 10, Exceptional, (17)
"Home was excellent. Well appointed and everything to make my stay comfortable. Thanks to the hosts and hope to stay again."
Frank B.
The price is AU$587
includes taxes & fees
6 Nov - 7 Nov
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
Exterior
Cozy Large Home in Harwich with Patio near Wequassett Resort
Cozy Large Home in Harwich with Patio near Wequassett Resort
9.8 out of 10, Exceptional, (11)
"We had a great time here - the kids’ room is truly special!"
Aravind
The price is AU$817
includes taxes & fees
26 Oct - 27 Oct
Cozy Large Home in Harwich with Patio near Wequassett Resort
Exterior detail
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
10.0 out of 10, Exceptional, (35)
"The location was a perfect fit for our needs. "
norman m.
The price is AU$1,483
includes taxes & fees
26 Oct - 27 Oct
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Sun-loungers, beach towels
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
10.0 out of 10, Exceptional, (13)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
Candice C.
The price is AU$640
includes taxes & fees
21 Oct - 22 Oct
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (23)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
Sara B.
The price is AU$1,076
includes taxes & fees
20 Oct - 21 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Beach nearby, sun-loungers, beach towels
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
10.0 out of 10, Exceptional, (128)
"Numerous options of comfortable seating to enjoy great open ocean view. "
Jen
The price is AU$595
includes taxes & fees
19 Oct - 20 Oct
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Outdoor dining
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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. "
Kallee M.
The price is AU$764
includes taxes & fees
19 Oct - 20 Oct
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.6 out of 10, Exceptional, (50)
"Enjoyed the stay at the house very much. The house was as described and very clean. Great location and we plan on staying again in the future."
Scott B.
The price is AU$804
includes taxes & fees
21 Oct - 22 Oct
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Smart TV, fireplace
The Pet-Friendly Surf Shack Hideaway on the Cove
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (20)
"Lovely property, spacious and VERY clean..location is ideal..."
Kathy M.
The price is AU$778
includes taxes & fees
3 Nov - 4 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove
Beach nearby, sun-loungers, beach towels
Brayton Point Beach Bungalow in Somerset Massachusetts
Brayton Point Beach Bungalow in Somerset Massachusetts
2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful cottage with all you could need and more! Truly a home away from home in many ways. From the very comfortable bed to the fresh eggs, coffee, and snacks, the owners do an unbelievable job at making you feel welcome, comfortable and cared for during your stay."
Kathleen F.
The price is AU$416
includes taxes & fees
19 Oct - 20 Oct
Brayton Point Beach Bungalow in Somerset Massachusetts
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
Anonymous traveller
The price is AU$610
includes taxes & fees
29 Oct - 30 Oct
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dining
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
9.4 out of 10, Exceptional, (3)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
Kim S.
The price is AU$846
includes taxes & fees
20 Oct - 21 Oct
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Marina
Quaint colonial with short walk to Harbor and Restaurants
Quaint colonial with short walk to Harbor and Restaurants
4.0 star property
9.2 out of 10, Wonderful, (7)
"Great little property close to town greAt locAtion close to MBTA transit It might be difficult for anyone who doesn’t do stairs Only bathroom is downstairs from the bedrooms. We had a wonderful time and walked to town every morong beautiful little town"
Syndi T.
The price is AU$619
includes taxes & fees
22 Oct - 23 Oct
Quaint colonial with short walk to Harbor and Restaurants
Fridge, microwave, oven, stovetop
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
9.6 out of 10, Exceptional, (49)
"This stay was cozy and very big! Tons of space for everyone to run around! If you do have young kids, bring a baby gate for the staircases! "
Sierra M.
The price is AU$566
includes taxes & fees
20 Oct - 21 Oct
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Exterior
Love Sand, Madaket on the Beach, Lovely Seaside Home
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. "
Gillian D.
The price is AU$1,511
includes taxes & fees
20 Oct - 21 Oct
Love Sand, Madaket on the Beach, Lovely Seaside Home
Marina
Beach, Breeze & Bunk Beds. FamilyFun Steps to the Shore. Dog-Friendly, GameWall.
Beach, Breeze & Bunk Beds. FamilyFun Steps to the Shore. Dog-Friendly, GameWall.
10.0 out of 10, Exceptional, (4)
"Perfect for a weekend getaway with family!"
Mary-Elyse P.
The price is AU$708
includes taxes & fees
20 Oct - 21 Oct
Beach, Breeze & Bunk Beds. FamilyFun Steps to the Shore. Dog-Friendly, GameWall.
Exterior
Nantucket - edge of town
Nantucket - edge of town
9.6 out of 10, Exceptional, (87)
"We used this home as a base for a visit to Nantucket. It was nicely located, comfortable, and great for our family."
Anonymous traveller
The price is AU$863
includes taxes & fees
19 Oct - 20 Oct
Nantucket - edge of town
Fridge, microwave, oven, stovetop
Sand Bar-Dog Friendly on Cooks Brook Beach
Sand Bar-Dog Friendly on Cooks Brook Beach
10.0 out of 10, Exceptional, (19)
"Tara and Colin were amazing hosts. The house is perfect for smaller groups and the one minute walk to a gorgeous beach made for great sunsets and an overall exceptional stay! "
Josh G.
The price is AU$749
includes taxes & fees
27 Oct - 28 Oct
Sand Bar-Dog Friendly on Cooks Brook Beach
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

Nantucket Inn

Nantucket Inn

10/10 Excellent
"The room was clean and comfortable "
Stephen 2-night trip
Posted 2 days ago
Nantucket Inn

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Southeast Massachusetts Holiday Homes information

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