Cottage holiday rentals in Boston

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Boston

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Guest favourite

Cottage in Essex

4.96 out of 5 average rating, 102 reviews

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Guest favourite

Cottage in Hollis

4.88 out of 5 average rating, 241 reviews

Lakefront Nature Getaway - Wood fired Cedar Sauna

Rustic getaway directly on lakefront - 60 feet from the water with private sauna. Private entrance, Pellet stove, 50" & 40" TV, Roku in each room, Soundbar, fast Internet w/ WiFi. Private cabin/apt is for nature lovers, hikers, artists, writers, snowmobilers, xc-skiers, fatbikers, fisherman & more. Bald Eagles are a daily sight. The BEST AirBnB in Hollis- the most amenities. Summer and Winter activities ** IMPORTANT: No Tobacco - all guests must be listed in reservation, DOGS BY REQUEST ONLY

Top guest favourite

Cottage in Arlington

5 out of 5 average rating, 44 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 (20-25 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!

Top guest favourite

Cottage in Hull

4.97 out of 5 average rating, 112 reviews

Retro New England Cottage - walk to the beach!

This is a private and peaceful beach retreat close to all the action. The one-bedroom cottage is the oldest in the neighborhood and full of retro charm. The house 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 drive to the beach and watch the waves roll in during the winter.

Top guest favourite

Cottage in Lakeside Marblehead

5 out of 5 average rating, 17 reviews

Cozy cottage, downtown Marblehead

Step back in time when you stay at this unique and historic place in the heart of Old Town Marblehead. 2 car parking, fireplaces and a private patio. Period details throughout including exposed brick and wide pine floors. This is the perfect home for a cozy, fun getaway and ideally located to take advantage of all Marblehead has to offer. Steps to the harbor, restaurants and shopping. The property is a stand-alone single home next to The Landing, Maddies, Barnacle, Driftwood & 15 mins to Salem

Top guest favourite

Cottage in Winthrop

4.98 out of 5 average rating, 466 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.

Top guest favourite

Cottage in Lakeside Marblehead

5 out of 5 average rating, 68 reviews

In Old Town, Near Shops, Restaurants, Crocker Park

Quaint "Cottage" in historic Old Town, close to Marblehead Harbor, Crocker Park, shops, and dining, and a short distance from Fort Sewall. Historic, classic architectural detail blends seamlessly with contemporary touches. Hardwood floors, stone fireplace (decorative only), shiplap walls, and living room with breakfast bar. Modern kitchen boasts brass hardware and island. Upstairs holds 2 bedrooms, 1 bathroom. Front and back decks, outdoor dining area. 2-car off-street parking included!

Top guest favourite

Cottage in Lakeside Marblehead

4.98 out of 5 average rating, 119 reviews

House with Pool, 4 Houses from Harbor, Fort Sewall

Marblehead Harbor is just 4 houses away from this beautiful antique home with a backyard pool in Old Town Marblehead. This quaint cottage is surrounded by a beautiful garden and is just steps away from The Barnacle Restaurant. Walkable to attractions like Fort Sewall, Fort Beach, Gas House Beach and local shops and restaurants. 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 Essex

4.95 out of 5 average rating, 257 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 Mendon

4.95 out of 5 average rating, 87 reviews

Lake Front with Hot Tub and New Fitness Studio

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Tastefully decorated with rustic charm, it accommodates 7 guests, ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Guest favourite

Cottage in Gloucester

4.97 out of 5 average rating, 132 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Now with mini-split A/C and new windows in the bedrooms! Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Guest favourite

Cottage in Stow

4.96 out of 5 average rating, 180 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.