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 Marblehead

4.97 out of 5 average rating, 35 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. Exterior electric outlet for EV charging.

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Cottage in Rockport

4.75 out of 5 average rating, 83 reviews

Quaint Oceanfront Cottage in Rockport MA

Charming summer cottage overlooking Sandy Bay on historic Bearskin Neck in Rockport, MA. Wake up to gorgeous sunrises and the sound of surf. Located in the the town's historic district, the cottage is steps away from shops, art galleries, restaurants and Motif #1. Features a futon full sofa bed, galley kitchen with under-the-counter refrigerator, secure WIFI, Roku Smart TV, window air conditioning unit, one parking space for a sedan or a compact SUV, and the beauty of the Atlantic Ocean.

Guest favorite

Cottage in Winthrop

4.99 out of 5 average rating, 440 reviews

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

Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, 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.

Guest favorite

Cottage in Hull

4.96 out of 5 average rating, 84 reviews

Retro New England Cottage - walk to the beach!

This is a private and peaceful beach retreat close to all the action. This one-bedroom cottage is the oldest in the neighborhood and is full of retro charm with modern upgrades. The cottage is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. Don't worry about beach parking—the driveway is big enough to park two cars. Hull has plenty of restaurants and activities. Grab a post-swim ice cream in the summer or a hot coffee for fall leaf-peeping.

Guest favorite

Cottage in Groton

4.93 out of 5 average rating, 41 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!

Guest favorite

Cottage in Rockport

4.97 out of 5 average rating, 110 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!

Guest favorite

Cottage in Essex

4.97 out of 5 average rating, 241 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.

Guest favorite

Cottage in Salem

4.97 out of 5 average rating, 147 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

Guest favorite

Cottage in Milton

4.95 out of 5 average rating, 180 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.

Guest favorite

Cottage in Rockport

5 out of 5 average rating, 45 reviews

Downtown Cottage-DeckツParkingツOceanツBeachesツShopsツ

Discover coastal charm at this historic Rockport, MA gem! Breathtaking seaside views, beaches, cafes, art shops, and the Shalin Liu Performance Center nearby. Walk to iconic Motif #1, kayak, hike, or unwind at the beach. Explore nearby Salem, MA, known for its witch trials history, or take a day trip to bustling Boston, just a short drive or train ride away. Experience the best of New England coastal living. Book now!

Guest favorite

Cottage in Marblehead

4.98 out of 5 average rating, 102 reviews

4 Houses from Harbor | Old Town | Pool | Parking

Quaint antique cottage with a pool that is located 4 houses from the harbor in Marblehead's Historic District — steps The Barnacle Restaurant. Private backyard pool with indoor and outdoor seating. Close to attractions like Fort Sewall, Fort Beach, and local eateries. Car-free convenience in Old Town Marblehead. Perfect for couples or families seeking a charming and convenient getaway that offers off-street parking.

Guest favorite

Cottage in Millis

4.99 out of 5 average rating, 111 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!