Holiday rentals in Brookline

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Top-rated holiday rentals in Brookline

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Guest favourite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 215 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Guests can enjoy our home's private suite on a lovely small lake with a panoramic view, a spa-like bathroom, cotton linens, and a comfy bed. A/C and a fireplaced living room. Quietly watch lake nature or boats going by, or venture out to swim, kayak, or fish. Enjoy Lowell's mill history and it's national park, take a forest walk nearby, or drive 10 min. to Nashua, NH for its many restaurants and tax-free shopping. 1 hr from Boston and central to New England highlights. Low cleaning fees!

29 May – 5 Jun

$170 SGD per night

Guest favourite

Guest suite in Windham

4.99 out of 5 average rating, 242 reviews

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

8–15 Jul

$215 SGD per night

Guest favourite

Guest suite in Ashburnham

4.99 out of 5 average rating, 403 reviews

The Ginger Bed King Suite

Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!

2–9 Feb

$145 SGD per night

Guest favourite

Guest house in Wilton

4.95 out of 5 average rating, 571 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.

2–9 Sep

$206 SGD per night

Superhost

Guest suite in Merrimack

4.85 out of 5 average rating, 130 reviews

Mini-Apartment in Quiet Neighborhood

Located in a quiet, secluded neighborhood, yet only 15min from Nashua and Manchester--you'll be close to everything, yet away from it all. This is the perfect spot for business travelers, short-term medical professionals, or vacationers looking to experience NH. This peaceful spot has access to hiking trails, lakes, Merrimack Outlets, and more. Hosts are a friendly couple happy to provide any recommendations you need! PLEASE NOTE: You will hear active children upstairs during daytime hours.

30 Sep – 7 Oct

$121 SGD per night

Guest favourite

Guest suite in Merrimack

4.99 out of 5 average rating, 148 reviews

Guest suite with king bed and private entrance

Come and relax in our spacious one-bedroom basement guest suite that is comfortable and bright. It has a private entrance with off street parking. The suite has a large living area, bedroom with king bed and private bath . The location is an ideal 20 minutes from the Manchester/Boston Regional airport and 10 minutes from the Merrimack Premium Outlets as well as a wide variety of restaurants. Boston, skiing, the beach and the #1 most hiked mountain in the world are all about an hour away.

12–19 Jun

$125 SGD per night

Guest favourite

Guest house in New Ipswich

4.94 out of 5 average rating, 296 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 at, 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 rentals. 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!

30 Mar – 6 Apr

$115 SGD per night

Guest favourite

Home in Mont Vernon

4.96 out of 5 average rating, 133 reviews

Serenity on the Pond ~ Private Waterfront, Hot Tub

Experience 32 acres of stunning pond views! Immerse yourself in tasteful decor and luxurious amenities... a fully equipped kitchen, outdoor spa hot tub, king bed, exercise room, yoga room, and boats to explore Horton Pond. Tucked away in the woods, Horton's Heron is a haven for wildlife - with frequent visits from beavers, geese, deer, bald eagles, turkeys, and more. Explore nearby hiking trails, ski slopes, enchanting waterfalls, and more great attractions all within easy reach!

23–30 May

$1,042 SGD per night

Guest favourite

Guest house in Westminster

4.98 out of 5 average rating, 290 reviews

Guest House - 4 miles from Wachusett Mt.

Enjoy your stay in this cozy, newly renovated semi-attached in-law unit. It is located close to Route 2, walking distance to the town center, only 4 miles from Mt. Wachusett in a quiet neighborhood. It has 2 parking spaces and a private entrance. This unique space has everything to make you feel at home – including WiFi and Netflix. The kitchen is equipped with a Keurig Coffee Maker, Mini Fridge, and a Microwave. Queen-size bed, fresh towels, body wash are also provided.

14–21 Jun

$187 SGD per night

Guest favourite

Guest suite in Hollis

4.98 out of 5 average rating, 112 reviews

Pine Estate - Private suite

Welcome to our spacious guesthouse located - 2 miles from Nashua - 5 minutes drive to the highway - 40 minutes to Boston and minutes from Hollis. Hollis is an active farming community offering beautiful orchards, nature paths, art studios and a winery. Beautiful private yard with a large patio where you can relax and enjoy nature at its best. Our place is ideal for a weekend get-away or business travelers. Please note there will be no exception to the no pets policy.

20–27 Nov

$156 SGD per night

Guest favourite

Guest suite in Littleton

4.91 out of 5 average rating, 312 reviews

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

27 May – 3 Jun

$144 SGD per night

Guest favourite

Guest suite in Peterborough

4.99 out of 5 average rating, 118 reviews

Meadow View

Explore our sunlit sanctuary in a 275-year-old farmhouse. Our 'in-law' suite is a cozy retreat. Adjacent to Casalis State Park, enjoy scenic trails for biking, hiking at all seasons. Immerse in Peterborough's charm yoga studios, coffee shops and restaurants. Meadow View offers a 750 sq ft private suite with a king-size bed, clawfoot bathtub, and a mini kitchen. Your comfort is our priority. Experience the perfect blend of historic charm and comfort.

25 Sep – 2 Oct

$154 SGD per night