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Featured Cottages in Massachusetts

Walk to Shops & Dining: Cozy Osterville Cottage

6.0 out of 10, (2)
"The place is really nice and would stay again. "
Walk to Shops & Dining: Cozy Osterville Cottage

On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

10.0 out of 10, Exceptional, (124)
"The house was quaint, adorable and well appointed. The beach and weather were amazing! We truly enjoyed our stay, it was a great way to celebrate my Birthday week."
On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

Oceana Cottages

2.5 star property
8.2 out of 10, Very good, (57)
"It’s like walking into the 70s "
Oceana Cottages

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
9.4 out of 10, Exceptional, (6)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (106)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!

9.8 out of 10, Exceptional, (28)
"Great location, excellent communication with owner!!"
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (23)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

Harborview Nantucket

4.0 star property
9.6 out of 10, Exceptional, (13)
"We had an excellent stay at harbor view cottages! The property is beautiful and close to everything. it is clear that the owners paid attention to all the little details when furnishing the cottage, which I always appreciate. I will definitely be returning! "
Harborview Nantucket

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

6.0 out of 10, (19)
"Great location and private beach access. Charming enclave perfect for our weekend getaway."
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (65)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach

9.0 out of 10, Wonderful, (2)
"Was a cozy cottage tucked away in a quiet neighborhood great location withing 5 minutes of anything you need food drinks beach."
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach

Cozy Cottage Old Fashioned Charm

9.4 out of 10, Exceptional, (87)
"The cottage is cozy and quaint as described and includes all of the important necessities for an enjoyable stay. Janet and Mike are fabulous hosts--great communication, very kind and helpful!! Their number one goal as hosts is to have guests feel welcome and enjoy the beauty of Rockport and the surrounding areas :) Thank you Janet and Mike!! A++ rating :)"
Cozy Cottage Old Fashioned Charm

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

10.0 out of 10, Exceptional, (2)
"Adorable place! Clean and comfortable! Love the beach across the street!!"
The price is AU$579
includes taxes & fees
14 July - 15 July
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Glamorous Cabana: Stay for Yankee Homecoming in this Cozy Newbury Retreat!

9.0 out of 10, Wonderful, (29)
"The trip was for my parent's 50th wedding anniversary. They said the place was wonderful and that they had an excellent time!"
Glamorous Cabana: Stay for Yankee Homecoming in this Cozy Newbury Retreat!

Lovely oceanfront cottage with deck, grill, & panoramic views

9.0 out of 10, Wonderful, (85)
"Amazing views within 10 miles of Plymouth and a short distance from Boston - excellent jumping off point for day trips"
Lovely oceanfront cottage with deck, grill, & panoramic views

Charming cottage near the ocean w/beach access & near Gloucester

7.6 out of 10, Good, (20)
"Beach cottage perfect for our needs. Great location, convenient to going everywhere including walking to the beach! Super easy check-in! Great rental."
Charming cottage near the ocean w/beach access & near Gloucester

Cozy cottage steps to the beach with patio, W/D, & partial AC

9.0 out of 10, Wonderful, (2)
"Very comfortable home and well-outfitted. Nice location with bay view. Peaceful neighborhood when we were there. Near Provincetown for dining shopping, whale watching, dune tours. Enjoyed our stay!"
Cozy cottage steps to the beach with patio, W/D, & partial AC

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

10.0 out of 10, Exceptional, (268)
"What a perfect vacation spot. The home was perfect for two and well-appointed. Close to town and dining. Wonderful treasures to find on a walk. Would certainly book for our next trip to Nantucket. "
The price is AU$1,977
includes taxes & fees
2 Aug - 3 Aug
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (111)
"Great views of the pond. Perfect little spot for a getaway! We appreciated access to the kayaks and canoe to take advantage of Swan Pond and River. Owner was very kind and helpful throughout our stay. "
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
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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Frequently asked questions

How much do cottages in Massachusetts cost?
You'll pay between AU$579 and AU$1,977 per night for cottages in Massachusetts. Whatever your budget, the perfect stay is only a few clicks away on Expedia. 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 Massachusetts?
You can pick from 1167 cottages in Massachusetts. Whether you're travelling with the entire family, as a duo or with a group of best friends, Expedia is here to help you find your perfect fit.
What is there to do in Massachusetts near my cottage?
Whether you enjoy arts, culture, shopping or dining, Massachusetts promises something for everyone! The terrific city of Boston boasts loads of attractions and activities, including New England Aquarium, Boston Museum of Fine Arts and Museum of Science. If you're taking off to Cambridge, Boston Museum of Fine Arts, Museum of Science and Isabella Stewart Gardner Museum are worth putting on your itinerary.