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Featured Cottages in Eastern Massachusetts

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!!!

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!

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

9.6 out of 10, Exceptional, (34)
"We had a wonderful stay at this darling cottage. The kitchen was completely stocked with everything you can imagine you would need. Bed was comfortable. There was a neighborhood turkey that was very entertaining. Thank you."
Luxury 1900's romantic retreat steps from the beach - King Suite!

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!

Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

8.8 out of 10, Excellent, (18)
"Could use some updates and repairs but overall a nice cottage close to the ocean / beach, shopping and restaurants. Outdoor shower was great and nice hot water! Furniture in living space could be better. More comt seating and the table and chairs inside weren't needed and just took up space. Extra countertop would be good as it was hard to cook and the stove needs to be leveled. Some kind of high top bar with stools would have been great and a different arrangement with the living room...
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (96)
"Clean, cozy, well-located, it's a great spot for folks who want to stay together and have separate space at the same time. The adjoining unit makes this possible and unique in that way. "
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town

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

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 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 "Millie" Cottage! Walk & bike to everything!

10.0 out of 10, Exceptional, (211)
"We loved our stay at The Millie cottage. We did have to contact the host and got responses and help right away. The place is beautiful and clean. It's a quick walk to everything in town. Perfect for a Christmas away. "
The price is AU$4,244
includes taxes & fees
31 Mar - 1 Apr
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

Beautiful Free-Standing Cottage, In The Heart of Provincetown.

9.8 out of 10, Exceptional, (101)
"This was a great place and the owner was very responsive. This cottage was perfectly efficient and charming, with parking conveniently located right off the street and a fully gated, pet-friendly fenced area. While there was ample outdoor seating, we weren't able to enjoy it due to inclement weather during our stay. However, our dogs loved the freedom of roaming off-leash. The sleeping quarters were a bit tight but still efficient, and while the bathroom was small, it was adequate, including...
Beautiful Free-Standing Cottage, In The Heart of Provincetown.

Hear the sound of the surf

2.0 star property
10.0 out of 10, Exceptional, (2)
"very cozy, very clean. easy to keep toasty warm. really is just steps to the beach. tiny but great kitchen. "
Hear the sound of the surf

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335

2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (86)
"Perfect set up for families traveling together. "
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

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

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 AU$1,067
includes taxes & fees
5 Mar - 6 Mar
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

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!

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!

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.

Charming Historic Downtown Cottage

9.8 out of 10, Exceptional, (9)
"My husband, teenage son and I loved staying at this cottage. We stayed at the owner's other property earlier this summer when we had more people with us. The experience and property were so great we tried the smaller cottage this time and were equally impressed. Location to town and beach is ideal, cleanliness was perfect. It all worked very well for us including the outdoor dining table and outside shower. I highly recommend this property for a family of 3. "
Charming Historic Downtown Cottage
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, (438)
"The Gentleman at the front desk was amazing assisted us with everything."
The price is AU$249
includes taxes & fees
2 Mar - 3 Mar
Sonder 907 Main

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (871)
"my favorite stay ever. i loved my stay and everything about it and can’t wait to come back soon. "
The price is AU$291
includes taxes & fees
2 Mar - 3 Mar
No. 284 powered by Sonder

Temple Place Suites

2.5 star property
6.8 out of 10, (183)
" alue"
The price is AU$308
includes taxes & fees
1 Mar - 2 Mar
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 AU$1,067 and AU$4,244 per night. Whatever your budget, you’ll find the ideal place to reconnect with nature. This price was 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?
Browse our 68 cottages in Eastern Massachusetts and then select your favourite. Whether you’re embarking on a family trip or a weekend with buddies, your perfect stay is just a few clicks away with Expedia.
What is there to do in Eastern Massachusetts near my cottage?
The most important accessory for your Eastern Massachusetts holiday is a well-designed itinerary! New England Aquarium, Boston Museum of Fine Arts and Museum of Science are among the top sights if you’re heading to Boston. Cambridge also lures travellers with its excellent attractions, such as Boston Museum of Fine Arts. Need more ideas for your to-do list? Visit Museum of Science and Isabella Stewart Gardner Museum too.