Search Cottages in Eastern Massachusetts

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Compare 65 Cottages in Eastern Massachusetts with updated reviews, rates, and availability.

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.

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

Gorgeous Cottage steps from the beach

9.0 out of 10, Wonderful, (12)
"Perfect getaway"
Gorgeous Cottage steps from the beach

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,

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (140)
"We absolutely loved our stay here for NYE, and were very impressed with the property & location! This spot was very convenient to town and allowed us to enjoy the getaway with our four-legged boy. We hope to visit again very soon- Thank you so much! "
LUXURIOUS Cottage with Breathtaking Harbor Views

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 SAR 1,294
SAR 2,610 total
includes taxes & fees
7 Apr - 8 Apr
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Two-bedroom cottage with one Queen-size bed, two twin beds, and a sofa bed.

9.4 out of 10, Exceptional, (25)
"The front door to the attached apartment is actually on the side of the house. This was confusing when we checked in. There are multiple front doors. Everything was clean, well stocked and lovely. Our only issue was that there was a problem with the boiler in the basement under the apartment during our stay. We experienced on and off loud humming sound through the heat vents even though we were not using the heat. The owners were responsive to direct chats through the Vrbo App. I would...
Two-bedroom cottage with one Queen-size bed, two twin beds, and a sofa bed.

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!

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

10.0 out of 10, Exceptional, (195)
"This house served as a lovely place for our family to gather for a christmas dinner. The house had good amenities. Everyone loved the location and distance to nearby Good Harbor beach was a plus even in the winter cold. local road needs work, cars all bottomed out on the road. Thank you for hospitality. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!

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

Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

9.8 out of 10, Exceptional, (53)
"We loved our stay in this little slice of heaven. The place is even nicer than the photos. Home is completely updated with high end finishes throughout. We are very particular and the home met our expectations. Great location for walking into town. Highly recommend. "
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

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

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

9.8 out of 10, Exceptional, (37)
"much needed respite!"
Luxury 1900's romantic retreat steps from the beach - King Suite!

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 SAR 413
SAR 1,152 total
includes taxes & fees
20 Mar - 21 Mar
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.

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

9.4 out of 10, Exceptional, (20)
"The sofa could be bigger and L- shaped. The wicker chair in the corner could be a corner electric fireplace. The lighting outside is not good. Could be put a motion sensor or timer. I'm sure you probably don't get a lot of winter guests. But the steps down weren't cleaned off and no railings down. Having said that the location is absolutely beautiful. And we had a good time. "
The price is SAR 300
SAR 1,121 total
includes taxes & fees
24 Mar - 25 Mar
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Peaceful waterfront cottage with furnished deck, beautiful view, firepit

6.8 out of 10, (22)
"Nice little house on the lake. We enjoyed it. "
Peaceful waterfront cottage with furnished deck, beautiful view, firepit

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

10.0 out of 10, Exceptional, (113)
"Quaint cottage, good location Perfect for 2 people "
The price is SAR 919
SAR 1,835 total
includes taxes & fees
1 Apr - 2 Apr
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Cozy Pet Friendly House Next To Train

2.0 star property
6.6 out of 10, (4)
"It was a sad trip as we were dropping our daughter off for college. So it was a blessing to have this central location to be easy to check into to, keep clean, and feel safe. We were spooked out at the basement it that’s cause we do not have basements where we live. We let the horror stories about basements get the better of us. But that lasted like 60 minutes. Haha. I would rent this again. "
Cozy Pet Friendly House Next To Train

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

10.0 out of 10, Exceptional, (70)
"We had a lovely time celebrating our 40th birthdays and taking a Mom break at this beautiful property! Clean and comfortable, we could walk into town easily. Kendra was a delight to work with, super responsive, and flexible as we arrived earlier than expected. Such a gem - we will be back for sure!"
Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!
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

4.0 star property
8.2 out of 10, Very Good, (448)
"Very claen"
The price is SAR 770
SAR 893 total
includes taxes & fees
22 Mar - 23 Mar
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (170)
"The representative was very attentive and resourceful to a phone-in request to check-in a couple minutes early. He alleviated my concerns with his response and solutions. Excellent person! "
The price is SAR 388
SAR 813 total
includes taxes & fees
23 Mar - 24 Mar
Maverick Suites at 28 Fenway

Temple Place Suites

2.5 star property
6.8 out of 10, (189)
"The bed is super comfortable, self check in instructions are clear. Microwave, fridge, hairdryer and coffee maker all work excellently. The only downside is the shower hot water takes forever to start, and the heater is very noisy. It’s also close to the road, so the noises from the construction and roads are very noisy. Love the fact there’s elevator. "
The price is SAR 446
SAR 718 total
includes taxes & fees
1 Apr - 2 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.

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between SAR 300 and SAR 1,294 per night. Whatever your budget, you’ll find the ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Eastern Massachusetts?
Check out our 65 cottages in Eastern Massachusetts and then book your favorite. Whether you’re thinking about a family vacation or a break with buddies, your perfect stay is clicks away with Expedia.
Why book your cottage in Eastern Massachusetts with Expedia?
We think that a vacation should be easy, so if you’re seeking cottages in Eastern Massachusetts at a competitive price, Expedia is here to help. Stick to the budget and stay in a thrifty option far from the rush of the city, or splurge on an upmarket cottage to really pamper your favorite people.
How can I find cheap cottages in Eastern Massachusetts?
Expedia is here to help you locate cheap cottages in Eastern Massachusetts. To find your special stay in a few clicks, use our handy filter tool to refine your search by star rating, amenities and budget.