Search Cottages in Southeast Massachusetts

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 199 Cottages in Southeast Massachusetts with updated reviews, rates, and availability.

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Fridge, microwave, oven, stovetop

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

9.4 out of 10, Exceptional, (22)
"The privacy, amenities and location make this an excellent space for couples or couples with two kids. Highly recommend!"
The price is AED 294
AED 1,164 total
includes taxes & fees
15 May - 16 May
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Charming Antique Boathouse Located Directly On Long Pond.
Exterior detail

Charming Antique Boathouse Located Directly On Long Pond.

9.8 out of 10, Exceptional, (95)
"Absolutely loved our stay. The pictures are spot on except the water is even prettier!! The owners Lynn and Jack were super friendly, accomodating and made us feel at home! Perfect getaway to celebrate our 27th anniversary. "
Charming Antique Boathouse Located Directly On Long Pond.
Renovated Cottage off Main Street- Great Location
Exterior

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (146)
"Cute spot and great location!"
Renovated Cottage off Main Street- Great Location
beachfront cottage at Chases Ocean Grove
On the beach, sun loungers

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove
Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane
Exterior

Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane

10.0 out of 10, Exceptional, (71)
"Excellent place, close to town and extremely comfortable."
Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane
Steps to the beach with an ocean view,
On the beach, sun loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (114)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Fridge, microwave, oven, stovetop

Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

10.0 out of 10, Exceptional, (210)
"This was the perfect place for the Christmas Stroll! Everything was perfect with the house and Theresa was perfect as a host. We will be returning!"
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
LUXURIOUS Cottage with Breathtaking Harbor Views
Fridge, microwave, oven, stovetop

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (145)
"Clean, comfy beds, and a fabulous location! Easy walk to town and other locations. "
The price is AED 1,524
AED 2,958 total
includes taxes & fees
14 May - 15 May
LUXURIOUS Cottage with Breathtaking Harbor Views
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
On the beach, sun loungers

Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views

10.0 out of 10, Exceptional, (158)
"Our second year visiting and just wonderful! Hope we can always make this our fall getaway!!"
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Beach nearby, sun loungers, beach towels

Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

10.0 out of 10, Exceptional, (114)
"Great place! "
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.6 out of 10, Excellent, (13)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Exterior

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

10.0 out of 10, Exceptional, (260)
"We had the most wonderful stay!! The cottage is perfectly located and beautiful. "
The price is AED 1,432
AED 2,765 total
includes taxes & fees
30 May - 31 May
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Cape Code Waterfront Cottage
Fridge, microwave, oven, stovetop

Cape Code Waterfront Cottage

9.6 out of 10, Exceptional, (41)
"We had a wonderful time at the cottage. The cottage was beautiful, super clean, very tastefully decorated and a beautiful location. The host was always available and very helpful. I would definitely recommend this place and would happily return."
Cape Code Waterfront Cottage
Clean and Cute Brewster Cottage
Exterior detail

Clean and Cute Brewster Cottage

10.0 out of 10, Exceptional, (13)
"The cottage was perfect. The owner was very accommodating and welcoming. My husband and I stayed for a short honeymoon and it was just the right amount of space. The property was clean and had everything you would need. We truly loved this cottage and hope to return again. Truly a beautiful gem! "
Clean and Cute Brewster Cottage
PTown Cottage: A/C outdoor shower,parking, pool,outdoor shower, steps to beach.
Exterior

PTown Cottage: A/C outdoor shower,parking, pool,outdoor shower, steps to beach.

9.8 out of 10, Exceptional, (26)
"Beautiful location with private beach! Adorable clean cottage with Lavender, honey bees, butterflies, bunnies, peep toads and a variety of birds! Very peaceful and close to everything."
PTown Cottage: A/C outdoor shower,parking, pool,outdoor shower, steps to beach.
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.
Fridge, microwave, oven, stovetop

Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.

10.0 out of 10, Exceptional, (108)
"Great location , can walk to restaurants and shopping. Highly recommend and a coffee shop right next door!"
The price is AED 845
AED 1,645 total
includes taxes & fees
14 May - 15 May
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.
Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane
Exterior

Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane

10.0 out of 10, Exceptional, (70)
"Lovely stay in this downtown cottage. Easy to walk to town, excellent hosts."
Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane
Oceanfront Cottage w/ Balcony in Cape Cod!
TV, fireplace, books, smart speakers

Oceanfront Cottage w/ Balcony in Cape Cod!

9.2 out of 10, Wonderful, (58)
"We had a wounderful long weekend. "
Oceanfront Cottage w/ Balcony in Cape Cod!
Exquisite Oceanfont Cottage at Madaket Beach!
On the beach, sun loungers, beach towels

Exquisite Oceanfont Cottage at Madaket Beach!

10.0 out of 10, Exceptional, (12)
"Great location, beautiful and well kept cottage, and the host was easy to get a hold of and very nice. "
Exquisite Oceanfont Cottage at Madaket Beach!
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!
On the beach, sun loungers

ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

10.0 out of 10, Exceptional, (2)
"This TOTALLY renovated beach cottage was great. Very close to the beach and easy access to many restaurants."
The price is AED 1,282
AED 2,430 total
includes taxes & fees
14 May - 15 May
ENCHANTING SEASIDE COTTAGE, STEPS TO THE 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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Other property types in Southeast Massachusetts

Sandcastle Resort and Club
Property grounds

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1022)
"Wonderful and attentive staff!"
The price is AED 426
AED 488 total
includes taxes & fees
26 May - 27 May
Sandcastle Resort and Club
Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (269)
"I love staying here "
The price is AED 653
AED 747 total
includes taxes & fees
12 May - 13 May
Edgewater Beach Resort, a VRI resort
The Cove At Yarmouth
Beach nearby

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (236)
"It is a very nice place to stay"
The price is AED 521
AED 596 total
includes taxes & fees
13 May - 14 May
The Cove At Yarmouth
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.