Vacation rentals in Brookline

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Brookline

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

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Top guest favorite
Loft in Lyndeborough
4.99 out of 5 average rating, 83 reviews

European Style Loft • Autumn Colors • Dog-Friendly

The Loft is a refined European-style countryside retreat set on 20 private acres of meadow and forest in the heart of New Hampshire’s autumn beauty. Wake to misty mornings and coffee overlooking changing leaves, wander woodland trails with your dog, watch deer at dusk, and return to cozy evenings and brilliant stargazing through expansive windows. Quiet, private, and thoughtfully designed for couples or close companions seeking calm, comfort, and a slower pace. Calm, well-behaved dogs welcome.

Top guest favorite
A quaint cabin sits amidst lush greenery, framed by tall trees. The blue exterior features a welcoming porch, flanked by blooming white hydrangeas. A well-kept lawn complements the serene landscape, providing a peaceful retreat in a natural setting.
Guesthouse in New Ipswich
4.95 out of 5 average rating, 428 reviews

"The Porch" Your cozy home away from home!

Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

Top guest favorite
A well-appointed sleeping area features a spacious bed with neutral bedding and an arrangement of decorative pillows. Light wooden flooring complements the soft color scheme, while a circular window allows for natural light. Storage cabinets frame the bed, adding functional elegance to the design.
Guest suite in Hollis
4.98 out of 5 average rating, 53 reviews

Modern Studio in Scenic Farm Town

Our studio apartment features a thoughtfully designed open-concept layout. Original post & beams add a rustic touch, perfectly complementing the contemporary decor and modern amenities. Guests can relax in the living space with a game or movie. The kitchen has everything you'll need to prepare meals. The studio uses a pump system for plumbing, which does make some noise but functions very well. The charming outdoor patio faces a historic barn built in the 1800s, providing a picturesque view.

Top guest favorite
A cascading waterfall flows over natural rocks, surrounded by lush greenery. Delicate pink flowers in the foreground enhance the serene setting, where the sound of rushing water and natural beauty create a peaceful atmosphere.
Guesthouse in Wilton
4.94 out of 5 average rating, 689 reviews

Cottage beside a waterfall

Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

Guest favorite
Home in Nashua
4.95 out of 5 average rating, 121 reviews

Spacious Townhome* Deck, Yard, Great location!

Welcome to your Home Away from Home in Nashua, NH!. Are you ready to experience the perfect blend of comfort, convenience, and charm? Our beautiful 3-bedroom home is just minutes away from the heart of downtown Nashua. Our home offers the perfect blend of comfort, convenience, and style, making it the ideal destination for families, friends, and business travelers alike. Expect modern amenities such as high-speed Wi-Fi to stay connected, central air and on-site parking for your convenience.

Guest favorite
A modern ranch-style home is set against a backdrop of lush greenery, featuring a combination of wood and large glass windows. Solar panels are visible on the roof, with a stone wall and landscaped area framing the exterior. The property blends harmoniously with the surrounding nature.
Home in Amherst
4.97 out of 5 average rating, 98 reviews

Modern Luxury in a Spectacular Natural Setting

The Pond House is a hidden gem: A Frank Lloyd Wright-inspired modern ranch on 6 acres, with a private pond. Equal parts modern architecture and natural beauty, our secluded property is the perfect place to unwind in solitude, or use it as a base for local adventures. Under vaulted ceilings, endless windows and the screened porch offer seamless indoor-outdoor living in a stylish space. Explore the woods on our 1/4 mile of private paths, or enjoy a campfire at the edge of our private pond.

Guest favorite
Home in Milford
4.88 out of 5 average rating, 24 reviews

Colonial Cape Home

Step back in time and enjoy a stay in this historic 1746 colonial home, just two miles from the town Oval. Experience the character of early American life with original features like the cooking fireplace, extra-wide floorboards, and countless preserved original details. Whether you're a history enthusiast or simply looking for a unique getaway, this one-of-a-kind home offers a true taste of colonial living with modern comfort. Please read the "Other details to note" before booking.

Top guest favorite
A modern home features a combination of dark siding and natural wood accents, positioned among tall trees. A welcoming porch extends from the entrance, complemented by an American flag. The surrounding area includes a gravel path and vibrant greenery, providing a serene atmosphere.
Home in Jaffrey
4.98 out of 5 average rating, 106 reviews

Willow Falls Home ~Hot tub & Waterfront

Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Top guest favorite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in Chelmsford
5.0 out of 5 average rating, 259 reviews

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Guest favorite
The spacious bedroom features a large bed with neatly arranged linens. Two bedside lamps illuminate the space, while a cozy chair is positioned in the corner. Light-colored walls complement the wood-like flooring, creating a calm and airy atmosphere.
Apartment in Amherst
4.81 out of 5 average rating, 117 reviews

Lovely 2 Bedroom entire apartment in Amherst.

Lovely 2 bedroom entire apartment. Newly renovated in a convenient location. Right on the center of all local activity on route 101A. One bedroom with King size bed and another bedroom with a Queen size bed. A Large living room area with an extra sofa-bed to accommodate up to two additional people. And finally a kitchen with appliances and a dining area for four people. NEMA 14/50 outlet is now available for our guests with EV. Extra guest fee: after 2 guest, is $10 per night.

Top guest favorite
A warm kitchen area features wooden paneling and a round dining table set for two. A small, cozy electric stove is situated near the table. The space is complemented by a full-size refrigerator and a microwave, with decorative touches on the walls.
Apartment in New Ipswich
4.96 out of 5 average rating, 143 reviews

Quiet country apartment in farmland setting.

Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Guest favorite
A serene quarry landscape is captured, featuring a calm body of water surrounded by lush greenery. A floating platform is visible on the water, along with a small dock in the distance. An American flag adorns the rocky shoreline, adding to the natural beauty.
Home in Milford
4.88 out of 5 average rating, 80 reviews

Beach~Lake~Hot Tub~Kayaks~Paddle Boards~Swimming

Your granite quarry sanctuary awaits. Beach House overlooks the private beach entrance to crystal-clear mineral waters. Unwind under the stars in our year-round hot tub. Sun-soaked living room with gas fireplace, game room with movie theater and arcades, kids bunk beds & swing. Walk to restaurants, 30min drive to skiing, hiking trails throughout. Wake to ancient stone vistas, swim, and relax. Where granite heritage becomes your family paradise

Popular amenities for Brookline vacation rentals