Cottage vacation rentals in Boston

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Boston

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Winthrop

4.99 out of 5 average rating, 418 reviews

J&K's BnB .... Private studio Airbnb with parking

Our non-smoking private Studio Bnb is located by the airport in a small safe seaside community called Point Shirley. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free wireless Wi-Fi, RokuTV, & one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

Jul 9 – 16

G$50,897 GYD per night

Superhost

Cottage in Groton

4.94 out of 5 average rating, 31 reviews

Cozy, 2BR lake-side retreat and outdoor oasis

Our cozy, family friendly and completely remodeled lake house enjoys modern conveniences with private lake access and quick access to Boston (only 45 mins!). The vacation getaway is located on Lost Lake in beautiful Groton, MA bordering serene conservation land on 2 sides and facing a small private beach with dock. The location offers a balance of natural beauty with a convenience to amenities allowing you to get away from the fast paced city life but return at your leisure!

Oct 9 – 16

G$33,327 GYD per night

Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 101 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. In the off-season, a quiet escape -perfect for focused work, writing, painting or reading, Please contact host for discounts on longer stays (of a week or more) Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Feb 20 – 27

G$35,840 GYD per night

Guest favorite

Cottage in Southborough

4.96 out of 5 average rating, 27 reviews

Willow Creek Cottage

Set up your home-away-from-home-office at Willow Creek Cottage. Close access to Massachusetts' business corridors. Conveniently located for the i90, 495 and biohubs in the Boston Metrowest. Walking distance (1 mile) to Southborough MBTA station. Fully equipped kitchen with washer & dryer. Off street parking. Level 2 CCS car charger available upon request. Idyllic location on a small farm. Forest trails nearby at Hopkinton State Park. Strictly no pets. Non-smokers only

Dec 4 – 11

G$30,729 GYD per night

Guest favorite

Cottage in Rockport

4.98 out of 5 average rating, 100 reviews

Periwinkle Cottage #1 -walk to everything!

In 2024 - we are honored to celebrate 15 years in business! A warm and cozy vibe will welcome you to Unit 1 with its light colored walls and bold artwork. This unit has everything you'll need for a short getaway or a longer stay. Walking distance to everything Rockport has to offer with full kitchen, parking, laundry (laundry available for stays 7-nights or longer only), gas grill, Wifi with all linens supplied and more. Quiet and private. Book your stay today!

Oct 3 – 10

G$44,346 GYD per night

Guest favorite

Cottage in Essex

4.97 out of 5 average rating, 212 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

Nov 7 – 14

G$41,880 GYD per night

Guest favorite

Cottage in Marblehead

5.0 out of 5 average rating, 21 reviews

Marblehead, Cottage on Whittier, new construction

Minimum age requirement is 23 to book. Property is a new bungalow style, 760 s.f. unique home that is exceedingly comfortable. Sunny and spacious front room has a cathedral ceiling a natural light on three sides from ten large windows. Central heating and cooling. A wood burning Jotul stove adds ambience and warmth on cool evenings. A spiral staircase leads to a loft with a skylight and futon. This lends itself well to stargazing, yoga, or a work loft.

Nov 22 – 29

G$64,659 GYD per night

Guest favorite

Cottage in Salem

4.97 out of 5 average rating, 139 reviews

Authentic 1739 Two Bdrm House in Salem

A True Historical Experience awaits you! Built @ 1739, this cozy, renovated 2 bdrm home features exposed beams with wooden pegs, wide pine floors and a narrow staircase. You will feel you have traveled back to the 1700's, but with all modern conveniences of today. A block from the Boston Ferry & the House of 7 Gables, you can walk to all Salem has to offer from this Prime Location! WE ONLY BOOK 6 MONTHS OUT FROM TODAY RATES FLUCTUATE SEASONLY

Oct 15 – 22

G$109,974 GYD per night

Guest favorite

Cottage in Norfolk

4.96 out of 5 average rating, 106 reviews

Pondview Cottage - An inspiring retreat

Captivating, clean, bright and colorful- this modest 1 bedroom cottage welcomes you. Norfolk is a southwestern suburb of Boston and Pondview Cottage is not recommended for those looking for a convenient city location. However, we are 15 minutes from Gillette Stadium in Foxboro and yet a world away with stunning pond views. Guests with well- behaved dogs are welcome to book. A pet fee of $15/ dog/night is charged. (2 dog maximum).

Jul 25 – Aug 1

G$49,873 GYD per night

Guest favorite

Cottage in Milton

4.95 out of 5 average rating, 171 reviews

Walk to it all-shops, market, dinner, coffee shops

Nestled in a quiet neighborhood, this enchanting cottage embodies the essence of coziness and charm, adorned with a delightful mid-century flair. Offering an idyllic sanctuary of seclusion, it has been thoughtfully crafted to become your cherished haven away from the hustle and bustle of everyday life. The number of people allowed to stay is 3 unless you are a family with younger children and then 4 people with be fine.

Jan 10 – 17

G$53,644 GYD per night

Guest favorite

Cottage in Manchester-by-the-Sea

4.94 out of 5 average rating, 346 reviews

Singing Beach Cottage in Manchester by the Sea

Beach is .9 tenths of a mile, Gordon College 5.1 miles, Endicott College 4.6 miles, Salem 14 miles (23 min train ride), Boston is 30.6 miles (53 min train ride). No visitor parking at the beach during the summer. Shops, restaurants, groceries & train are .2 tenths of a mile away. Town limit = 4 guests. Off-street parking for 1 car. Super clean unit however not hypoallergenic (known scam to get refund).

Aug 24 – 31

G$51,401 GYD per night

Guest favorite

Cottage in Millis

4.99 out of 5 average rating, 100 reviews

Windy Knob Farm Cottage - stay on a working farm

A former caretaker's cottage located on a 206-acre historic farm just 40 minutes from Boston. Home to abundant wildlife and farm animals, spectacular sunsets, lush pastures, rolling hills and meadows, woodlands, a pond and bogs. Walking trails nearby on property, and farmstand produce/eggs are produced onsite. Come stay to enjoy a change of scenery!

Sep 15 – 22

G$40,448 GYD per night