Cottage holiday 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 favourite

Cottage in Marblehead

4.98 out of 5 average rating, 43 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.

Guest favourite

Cottage in Winchester

4.94 out of 5 average rating, 52 reviews

The Little House - A Historic New England cottage

This old fashioned New England cottage is in a little pocket of wooded suburbs just 9 miles from Boston's Logan Airport. Located inside the 128 beltway, this location is an oasis of calm in the heart Metro Boston. Keyless entry for easy check in. In winter this is a highly sought location for ice skating. In summer, enjoy a chorus of frogs every night and ample wildlife sightings. Your hosts live next door, and the house is in a quiet, family neighborhood. Kids are welcome, parties are not.

Guest favourite

Cottage in Arlington

5 out of 5 average rating, 16 reviews

Charming Waterfront Cottage Near Cambridge/Boston

Delightful 1-bedroom guest cottage in Arlington with picturesque waterfront views and cozy interiors. Tucked away on Spy Pond, the cottage offers a peaceful retreat and a short drive to Cambridge (10 min to Harvard Square), Boston (20 minutes to Logan Airport), and Harvard, MIT, Tufts, BU. Comfortable furnishings and an abundance of windows overlooking the water create a bright and calming backdrop for your stay. Enjoy getting away from it all, while being close to everything you might need!

Guest favourite

Cottage in Winthrop

4.99 out of 5 average rating, 447 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 favourite

Cottage in Hull

4.97 out of 5 average rating, 88 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 favourite

Cottage in Gloucester

4.97 out of 5 average rating, 118 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 (2 weeks + from Dec - April) 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.

Guest favourite

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 favourite

Cottage in Essex

4.97 out of 5 average rating, 245 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 favourite

Cottage in Salem

4.97 out of 5 average rating, 151 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 favourite

Cottage in Milton

4.95 out of 5 average rating, 182 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 favourite

Cottage in Marblehead

4.98 out of 5 average rating, 103 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 favourite

Cottage in Stow

4.94 out of 5 average rating, 144 reviews

White Pine Cottage

Cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are visiting the area. Located in quiet neighborhood with very little traffic. Convenient to local farms, orchards, golfing, parks and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.