Search Cottages in Eastern Massachusetts

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 65 Cottages in Eastern 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)
"Everything to make me feel comfortable as I conducted business on the cape. Would definitely return. "
The price is AED 294
AED 1,160 total
includes taxes & fees
24 Apr - 25 Apr
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, (93)
"The boat house was wonderful. It was perfect for me, right on Long Pond, everything I needed, within distance of all the places I went, the fall foliage was lovely and Lynn was fabulous. "
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, (145)
"We spent about a month in this absolutely wonderful home on Nantucket. When we arrived, it was clear the house has been professionally cleaned and was spotless. The kitchen is great for cooking for meals in. The tv room has a ton of natural light & was a great place to hang out as a family. There are 2 bedrooms, one on main floor which is easily accessible and 1 in the loft which is a steep staircase (fine for us as we have no mobility issues but bear this in mind). The little patio on the side...
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)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
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)
" "
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, (111)
"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,
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Beach nearby, sun loungers, beach towels

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

10.0 out of 10, Exceptional, (197)
"Property was just as described and pictured in online listing. It is a charming and cozy home with a beautiful view. It is conveniently located near Good Harbor Beach and downtown Gloucester. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
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, (209)
"Everything else we read about this place was true. The heat on first floor didn’t work initially but the caretaker was on it quickly to get the heat restored. Wish we could have stayed longer!"
The price is AED 1,341
AED 2,745 total
includes taxes & fees
27 Apr - 28 Apr
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, (142)
"Theresa was one of the best hosts I’ve ever worked with! So responsive and helpful with small questions during our stay. House was clean and exactly as pictured in the listing. Great location, close to downtown. Would love to stay again! "
The price is AED 1,267
AED 2,671 total
includes taxes & fees
29 Apr - 30 Apr
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, (156)
"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)
"Lizzie’s cottage was very clean and well stocked ! It had everything we needed for a 4 night visit, even bathrobes ! Location was excellent . Walk or bike to everything . We enjoyed our stay. "
The price is AED 1,432
AED 2,741 total
includes taxes & fees
4 May - 5 May
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

9.0 out of 10, Wonderful, (12)
"Perfect getaway"
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, (258)
"It was wonderful for two people! The property is close to beach, downtown and the free public buses. The property was clean, well equipped and easy to navigate. Loved our stay, and look forward to a return trip. Cudos to VRBO owner!"
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
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
Luxury 1900's romantic retreat steps from the beach - King Suite!
View from property

Luxury 1900's romantic retreat steps from the beach - King Suite!

9.6 out of 10, Exceptional, (39)
"Property clean, very welcoming at first glance. All good except the king size bed in the loft has an inadequate bed frame that collapsed on me when I lay down on the bed and the mattress caved in the middle. Had to sleep on outer edge to avoid falling into the hole. The next night we slept on the pullout couch which was rough. The bed frame should be replaced. Otherwise would have give 5 stars but bed was unsleepable."
The price is AED 356
AED 1,042 total
includes taxes & fees
27 Apr - 28 Apr
Luxury 1900's romantic retreat steps from the beach - King Suite!
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)
"We had such a wonderful time here. The only problem was that we weren't able to stay longer. My wife runs each morning and she was able to run through downtown PTown with ease; so very, very close but far enough away so there are no crowds. A perfectly beautiful beach with great views and privacy - just perfect. Not a big please so pay attn to the Host's words but very clean, very "Cape Cod" so if you're looking for true "Cape" then this is it - sand in the toes, wind in your face, salt air,...
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)
"This apartment is perfect for a couple and a perfect location within a short walking distance from town. We stayed here for my husband's milestone birthday and Thanksgiving and we didn't want to leave. Thank you for a special weekend! We hope to be back and stay here again! "
The price is AED 588
AED 1,354 total
includes taxes & fees
1 May - 2 May
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
TV, fireplace, books, smart speakers

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (58)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
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)
"Fantastic property well aportioned and great communication. Would highly recommend"
Exquisite Oceanfont Cottage at Madaket Beach!
Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !
On the beach, sun loungers, beach towels

Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !

10.0 out of 10, Exceptional, (12)
"We loved our stay at the beach cottage! We found that the indoor space had been optimized, the small details were very well thought through, AC at night was a blessing, and the porch was great. Thanks for the great hospitality and for a wonderful stay."
Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !
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 Eastern Massachusetts

Sonder 907 Main
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (462)
"very hip property, great dining options on premises, only thing is rooms are very small"
The price is AED 813
AED 943 total
includes taxes & fees
29 Apr - 30 Apr
Sonder 907 Main
Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area | 50-inch Smart TV with satellite channels, Netflix, Hulu

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (185)
"Excellent value for the money spent. Walking distance to all amenities, Fenway Park. Clean rooms and common areas. "
The price is AED 375
AED 790 total
includes taxes & fees
27 Apr - 28 Apr
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

2.5 star property
6.8 out of 10, (198)
"We loved how walkable this location was! It was easy to walk or find public transport for anywhere we needed! "
The price is AED 485
AED 759 total
includes taxes & fees
24 Apr - 25 Apr
Temple Place Suites
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.