Holiday rentals in Brookline

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Top-rated holiday rentals in Brookline

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Guest favourite

Flat in Putney

4.89 out of 5 average rating, 109 reviews

Hip & Cozy Storefront

Ground-level historic storefront turned into a private, hip place to sleep. Nestled in the village of Putney, VT it is just a walk to restaurants, General Store, nature trails and Next Stage Theater-short drive to Putney School, Landmark College & The Greenwood School- huge bathtub, movie screen, kitchenette with fridge, handicap accessible. Can sleep 3 or more upon request. The ski resorts of Okemo, Mt. Snow, Magic Mountain, and Stratton are not far~ making Putney a perfect ski get-a-way spot.

14–21 Dec

£109 per night

Guest favourite

Home in Putney

4.94 out of 5 average rating, 334 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

29 Nov – 6 Dec

£105 per night

Guest favourite

Cabin in Newfane

4.95 out of 5 average rating, 103 reviews

Cozy Cabin in Southern VT

Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed. We can usually provide a travel crib if requested in advance.

21–28 Jul

£176 per night

Guest favourite

Cottage in Newfane

4.99 out of 5 average rating, 173 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

10–17 Dec

£144 per night

Guest favourite

Barn in Chester

4.99 out of 5 average rating, 492 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

31 May – 7 Jun

£92 per night

Guest favourite

Cottage in Newfane

4.89 out of 5 average rating, 215 reviews

Ridgeview: Cozy Cottage with a View

COVID-19 NOTICE: We are open for bookings! And Vermont is a good place to be right now, and always. So you know, we observe the cleaning and safety guidelines required by the State and Air B&B. More about that upon request. At "Ridgeview" you can go to sleep to the flicker of a wood stove, wake up to sunshine streaming through tall windows onto honey-colored pine flooring, and watch from your deck as sunlight fills the river valley and plays across the ridge opposite.

28 Mar – 4 Apr

£137 per night

Guest favourite

Flat in Brattleboro

4.96 out of 5 average rating, 148 reviews

Contemporary forest eco-retreat, mountain views

This is an open, light-filled one-Bdm apartment on the lower level of our hillside home, surrounded by forests, with stunning views. Your space is 719 sf + access to laundry. We are fully vaccinated, and ask the same of guests. If you think you may have Covid please tell us. We welcome all kinds of people, regardless of race, ethnicity, gender, etc. We may ask questions before accepting people who don’t have many prior reviews. We don't take pets, sorry.

1–8 May

£111 per night

Guest favourite

Flat in Newfane

4.85 out of 5 average rating, 124 reviews

Apartment at Five Ferns

A cozy spot perfect for quick romantic getaways and an equally comfortable base for longer adventures. Views out your windows show perennial flower gardens and trees. Queen mattress in a spacious bedroom, en-suite bathroom (shower), and a living/dining area with an equipped kitchen are all at your service. Enjoy our yard and trails along the river. We are an easy 5 minute drive to a fantastic restaurant and many more within 15 minutes of driving.

25 Apr – 2 May

£77 per night

Guest favourite

Barn in Newfane

4.97 out of 5 average rating, 124 reviews

Beautiful rustic woods and fields retreat.

Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $80 per trip per dog

24 Nov – 1 Dec

£138 per night

Guest favourite

Home in Townshend

4.94 out of 5 average rating, 192 reviews

Comfy and Cozy House on 67 acres

67 acre of wilderness to explore, a calm and relaxed getaway. Bright, spacious main room and open kitchen with wood stove is enclosed by the large porch which looks over the Vermont woodlands. Right off of the large entryway, you'll find the sweeping main bedroom equipped with an open soaking tub, and a second wood stove, along with a separate entrance. Finally, there is a separate bedroom downstairs with its own bathroom (off of garage).

24 Feb – 3 Mar

£205 per night

Guest favourite

Flat in Dummerston

4.96 out of 5 average rating, 158 reviews

HeART Barn Retreat

Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

26 Jun – 3 Jul

£84 per night

Guest favourite

Guest house in Putney

4.97 out of 5 average rating, 195 reviews

Cozy cottage loft and retreat

Relax and recharge in our peaceful Vermont cottage. Enjoy this sweet getaway with hardwood floors, fast wifi, a fully equipped kitchen, a quiet sleeping loft with a queen size bed, gorgeous natural light, views of surrounding hills and pond, gardens, and your own private entrance and back deck next to the Putney Brook.

13–20 Mar

£85 per night

Holiday rentals for every style

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Popular amenities for Brookline holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Brookline

Guest favourite

Flat in Townshend

4.94 out of 5 average rating, 203 reviews

Private Apt. on Farm, great views and Hot tub,

15–22 Nov

£146 per night

Superhost

Cabin in Brattleboro

4.89 out of 5 average rating, 441 reviews

Cottage

29 May – 5 Jun

£120 per night

Guest favourite

Guest house in Brattleboro

4.93 out of 5 average rating, 426 reviews

Mahalo Temple Retreat

3–10 Jul

£96 per night

Superhost

Home in Putney

4.84 out of 5 average rating, 119 reviews

Spacious Loft with View

21–28 Jan

£161 per night

Guest favourite

Barn in Marlboro

4.95 out of 5 average rating, 262 reviews

The Studio With a View. Bring your dog, too!

13–20 Mar

£136 per night

Guest favourite

Guest suite in Brattleboro

4.94 out of 5 average rating, 517 reviews

Charming studio in renovated 19th century church.

9–16 Dec

£89 per night

Guest favourite

Flat in Marlboro

4.94 out of 5 average rating, 221 reviews

Shakespeare’s Folly Side Farm and AirBnB.

19–26 Mar

£128 per night

Guest favourite

Tiny home in Jamaica

4.94 out of 5 average rating, 1137 reviews

Apple Blossom Cottage: A Tiny House

6–13 Jul

£140 per night

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Quick stats about holiday rentals in Brookline

Total rentals	20 properties
Wifi availability	20 properties include access to wifi
Rentals with dedicated workspaces	10 properties have a dedicated workspace
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	1.8K reviews
Nightly prices starting at	£24 before taxes and fees

Holiday rentals in Brookline

Top-rated holiday rentals in Brookline

Flat in Putney

Home in Putney

Cabin in Newfane

Cottage in Newfane

Barn in Chester

Cottage in Newfane

Flat in Brattleboro

Flat in Newfane

Barn in Newfane

Home in Townshend

Flat in Dummerston

Guest house in Putney

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Brookline holiday rentals

Other great holiday rentals in Brookline

Flat in Townshend

Cabin in Brattleboro

Guest house in Brattleboro

Home in Putney

Barn in Marlboro

Guest suite in Brattleboro

Flat in Marlboro

Tiny home in Jamaica

Quick stats about holiday rentals in Brookline

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore