Vacation rentals in Brookline

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Top-rated vacation rentals in Brookline

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Top guest favorite
A charming Cape-style house is positioned amidst vibrant autumn foliage. The white exterior is complemented by a wooden addition with a gabled roof, while landscaped grass and low shrubs surround the entrance. Sunlight filters through the trees, enhancing the inviting atmosphere.
Cottage in Temple

Quiet Cape-style cottage with garden in the woods.

Enjoy a tranquil get-away in a rural New England town. Just over an hour from Boston, and a perfect gateway to the Monadnock Region. Wonderful area to hike, bike, ski. Near other little towns with plenty of venues in the arts, music, and dining, or dine in with a fully-equipped kitchen, large dining area with a flower garden view. Huddle around the fireplace or outdoor fire pit to view stars & fireflies and hear owls and crickets! Awake in a quiet paradise. Internet is 110/112 MB WELCOME ALL!

4.95 out of 5 average rating, 75 reviews
Top guest favorite
Loft in Lyndeborough

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.

4.99 out of 5 average rating, 88 reviews
Guest favorite
Two bright yellow rocking chairs are placed on a wooden porch beside a small table holding a vase of yellow flowers. Large windows offer a view of the serene outdoors, enhancing the inviting atmosphere of the space.
Home in Mont Vernon

Dog Friendly! Peaceful retreat Dog Heaven

A modern farmhouse with a vintage twist DOG PARADISE! ZEN .... TRANQUIL! Welcome to Zen Haven, a pet friendly retreat on 12 acres of land in the heart of nature. We are located in Mont Vernon, NH. Embrace tranquility, unwind, and create lasting memories in this pet-friendly haven. With its perfect blend of comfort, style, and pet-friendly amenities, Zen Haven is the ideal destination for those seeking a peaceful escape. This gorgeous property shares its grounds with our charming duck barn!

4.98 out of 5 average rating, 43 reviews
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

"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)

4.95 out of 5 average rating, 433 reviews
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

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.

4.98 out of 5 average rating, 54 reviews
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

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.

4.94 out of 5 average rating, 694 reviews
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

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.

4.97 out of 5 average rating, 102 reviews
Top guest favorite
Home in Ashburnham

The Nutty Bird Lakehouse

Charming lakefront featuring 2 cozy bedrooms comfortably accommodating up to 4 guests, w/2 bathrooms. Nestled in nature, this home offers breathtaking lake views—perfect for relaxing with a good book and a hot cup of coffee. Enjoy the propane firepit on lower deck. For those looking for adventure, each season brings unique activities: swim, hike, and fish in the summer, or enjoy ice skating, sledding, snowshoeing, & scenic drives in winter. Embrace the beauty and tranquility year-round!

5.0 out of 5 average rating, 39 reviews
Guest favorite
Home in Milford

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.

4.89 out of 5 average rating, 27 reviews
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

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.

4.98 out of 5 average rating, 108 reviews
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

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.

5.0 out of 5 average rating, 263 reviews
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

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.

4.96 out of 5 average rating, 144 reviews

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