Vacation rentals in Brookline

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Top-rated vacation rentals in Brookline

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Guest favorite

Apartment in Putney

4.89 out of 5 average rating, 110 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.

Nov 4 – 11

G$25,100 GYD per night

Guest favorite

Home in Putney

4.94 out of 5 average rating, 337 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.

Jan 1 – 8

G$23,080 GYD per night

Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 430 reviews

Mahalo Temple Retreat

Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

Jul 14 – 21

G$21,026 GYD per night

Guest favorite

Cottage in Newfane

4.99 out of 5 average rating, 176 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”.

Aug 16 – 23

G$32,340 GYD per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 493 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.

Aug 25 – Sep 1

G$21,426 GYD per night

Guest favorite

Apartment in Brattleboro

4.95 out of 5 average rating, 150 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.

Jul 16 – 23

G$24,712 GYD per night

Guest favorite

Apartment 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.

Oct 10 – 17

G$19,792 GYD per night

Guest favorite

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

Jun 19 – 26

G$28,889 GYD per night

Guest favorite

Home in Townshend

4.94 out of 5 average rating, 193 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).

Feb 2 – 9

G$44,599 GYD per night

Guest favorite

Apartment in Dummerston

4.96 out of 5 average rating, 160 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.

Sep 15 – 22

G$18,396 GYD per night

Superhost

Guest suite in Newfane

4.91 out of 5 average rating, 309 reviews

Cozy Apartment

We love our home on a dead end dirt road, quiet and private, yet close to all you need and want when you think of VT. Ski (Mt. Snow or Stratton), hike, swim, enjoy local fare at great restaurants or shop the Brattleboro Farmer's Market or food coop. Enjoy a swim at the covered bridge in Dummerston or at the convergence of the Rock and the West Rivers. Or drive up Newfane Hill to Grout Pond.

Sep 2 – 9

G$14,916 GYD per night

Guest favorite

Apartment in Newfane

4.97 out of 5 average rating, 406 reviews

Rock River Retreat: Pets Welcome

You are welcome here with fresh air & room to run - your pet, too, when registered as an extra person! Your private guest suite awaits in a 1790's colonial on the Rock River in the quiet village of South Newfane, VT. Note: Recent floods in Vermont have thankfully not affected our home or guest experience. ❤️ PLEASE READ THE ENTIRE DESCRIPTION BELOW re: kitchenette & pet details.

Apr 15 – 22

G$25,809 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brookline vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Brookline

Guest favorite

Guest suite in Brattleboro

4.94 out of 5 average rating, 519 reviews

Charming studio in renovated 19th century church.

Nov 21 – 28

G$19,446 GYD per night

Guest favorite

Guest suite in Newfane

4.93 out of 5 average rating, 177 reviews

Cute studio apt on lovely historic VT farm

Oct 31 – Nov 7

G$21,420 GYD per night

Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 263 reviews

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

Aug 26 – Sep 2

G$29,254 GYD per night

Guest favorite

Apartment in Marlboro

4.94 out of 5 average rating, 223 reviews

Shakespeare’s Folly Side Farm and AirBnB.

Mar 2 – 9

G$30,124 GYD per night

Guest favorite

Cabin in Newfane

4.95 out of 5 average rating, 105 reviews

Cozy Cabin in Southern VT

Jul 24 – 31

G$37,930 GYD per night

Guest favorite

Cabin in Putney

4.98 out of 5 average rating, 355 reviews

Vermont Retreat Cottage| Paradise in Nature

Dec 12 – 19

G$43,261 GYD per night

Superhost

Cabin in Brattleboro

4.89 out of 5 average rating, 442 reviews

Cottage

Jun 11 – 18

G$27,454 GYD per night

Guest favorite

Apartment in Townshend

4.94 out of 5 average rating, 203 reviews

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

Nov 23 – 30

G$32,373 GYD per night

Show all

Quick stats about vacation 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
G$6,257 GYD before taxes and fees

Frequently Asked Questions

Do house rentals in Brookline have wifi?
Absolutely! We offer over 10 house rentals with wifi in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Brookline?
Yes! Work meets play with ease at over 10 vacation rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Brookline?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Brookline?
Experience the best of Brookline with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Brookline have free parking?
Absolutely! We offer over 10 house rentals with free parking in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Brookline?
Brookline has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Brookline

Top-rated vacation rentals in Brookline

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Brookline vacation rentals

Other great vacation rentals in Brookline

Guest suite in Brattleboro

Guest suite in Newfane

Barn in Marlboro

Apartment in Marlboro

Cabin in Newfane

Cabin in Putney

Cabin in Brattleboro

Apartment in Townshend

Quick stats about vacation rentals in Brookline

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Brookline have wifi?

Are there vacation rentals with a dedicated workspace in Brookline?

What are the most popular amenities for House Rentals in Brookline?

How much does it cost to stay in house rentals in Brookline?

Do house rentals in Brookline have free parking?

Are there family-friendly vacation rentals in Brookline?

Destinations to explore