Brookline holiday rentals

We found 195 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Brookline that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Brookline

Showing deals for:4 Dec - 11 Dec

Dining
Property grounds
Room
Private kitchen
Exceptional
(11 reviews)

the farmhouse at Big Picture Farm

Townshend

13% off
AU$18,701
for 7 nights, 1 room
AU$2,672 per night
includes taxes & fees
the farmhouse at Big Picture Farm
Dry your ski gear on the hooks near the warm wood stove.
Kitchen and dining area.
Living area with wood stove.
Living area with wood stove
Exceptional
(26 reviews)

Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington

West Dover

8% off
AU$5,174
for 7 nights, 1 chalet
AU$739 per night
includes taxes & fees
Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington
Livingroom with a view.
Front of the house
King bed
Patio chairs and solo stove firepit
Exceptional
(14 reviews)

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

7% off
AU$2,630
for 7 nights, 1 chalet
AU$376 per night
includes taxes & fees
Chalet Mount Snow/Stratton Skiing/hiking
Master bedroom is 12X20 and overlooks our beautiful river - private bathroom
One of a kind woodwork, beautiful handmade furniture and built ins.....
The tile work in all bathrooms and kitchen are unique hand made tiles
Outdoor spa tub
Exceptional
(53 reviews)

One of a Kind Post and Beam Home on Private 100 acre Island

Jamaica

8% off
AU$9,096
for 7 nights, 1 home
AU$1,299 per night
includes taxes & fees
One of a Kind Post and Beam Home on Private 100 acre Island
Bar (on property)
Interior
Room
Dining
Exceptional
(77 reviews)

Western Mountain Lodge on River and Close to Stratton

Jamaica

20% off
AU$10,044
for 7 nights, 1 home
AU$1,435 per night
includes taxes & fees
Western Mountain Lodge on River and Close to Stratton
3-Season porch (new addition 2023)
Large open-concept living and kitchen area
Dining area
Terrace/patio
Exceptional
(18 reviews)

Leonard’s Log Cabin— Mt. Snow/Stratton Ski House

Wardsboro

8% off
AU$4,810
for 7 nights, 1 cabin
AU$687 per night
includes taxes & fees
Leonard’s Log Cabin— Mt. Snow/Stratton Ski House
the view from the altar, looking back towards the vestibule
welcome! walk through the vestibule to enter this welcoming and embracing home
welcome to the church!
relax with a movie, log in to your streaming accounts with highspeed wifi
Exceptional
(56 reviews)

Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather.

Brattleboro

8% off
AU$4,067
for 7 nights, 1 home
AU$581 per night
includes taxes & fees
Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather.
Living area
Exterior
Private kitchen
Interior
Exceptional
(9 reviews)

Enchanting barn in E Dover with 50 mile view

East Dover

16% off
AU$2,438
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Enchanting barn in E Dover with 50 mile view
Exterior
Private kitchen
Dining
Living area
Exceptional
(6 reviews)

Pristine Magical Retreat Cottage - 55% off monthly, 15% off weekly till June 20.

East Dover

7% off
AU$2,227
for 7 nights, 1 room
AU$318 per night
includes taxes & fees
Pristine Magical Retreat Cottage - 55% off monthly, 15% off weekly till June 20.
Bathroom
Room
Interior
Living area
Exceptional
(39 reviews)

Cozy 2 BR Apartment in Quaint New England Town

Walpole

8% off
AU$1,641
for 7 nights, 1 apartment
AU$234 per night
includes taxes & fees
Cozy 2 BR Apartment in Quaint New England Town
Full kitchen
Large deck with grill and outdoor dining
Exterior
Large deck with views and grill
Excellent
(8 reviews)

Year Round Mountain Retreat

Newfane

7% off
AU$2,487
for 7 nights, 1 home
AU$355 per night
includes taxes & fees
Year Round Mountain Retreat

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Brookline getaway

Learn about the unique charm of Brookline with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Brookline

Are you hoping to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Brookline a fun place to get away to. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Vermont Country Store (12.4 mi / 20 km)
  • Jamaica State Park (13.1 mi / 21.2 km)
  • Magic Mountain Ski Resort (14 mi / 22.6 km)
  • Mount Snow Golf Course (14.9 mi / 24 km)
  • Stratton Mountain Resort (16.2 mi / 26.1 km)
  • Viking Nordic Center (16.3 mi / 26.2 km)

Exploring the natural features in Brookline

Whether you're an adventurous traveller or just want to appreciate the scenery, Brookline is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Spofford Lake (11.5 mi / 18.6 km)
  • Brattleboro Common (12.2 mi / 19.7 km)
  • Madame Sherri Forest (12.3 mi / 19.8 km)
  • Winhall River (14.5 mi / 23.3 km)
  • Hogback Mountain Conservation Area (15.4 mi / 24.7 km)
  • Lake Raponda (15.4 mi / 24.8 km)

Transport to and around Brookline

The nearest airport is in Springfield, VT (VSF-Hartness State), located 21.9 mi (35.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 38.4 mi (61.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Brookline?
Cabins are the most popular kind of holiday home in Brookline, according to our data. Even if you've got something a little different in mind, Stayz has holiday homes in loads of sizes and shapes. Take a look at our options to find your perfect Brookline pad.
How much does it cost to rent a holiday home in Brookline?
Different factors can influence what you'll pay for a holiday home in Brookline, including the time of year, property type and length of stay. But, all Stayz homes have something in common — unbeatable value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Brookline?
The average price for a holiday home near the beach in Brookline will depend on when you'll be there and the type and size of property you want. You can find prices easily and quickly on Stayz by entering your dates of travel. Then make use of the filter tool to pick the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Brookline?
Good news. There are. Take your pick of five stays that allow pets in Brookline on Stayz. Our cuddly best friends need a break too, so simply use our search function for pet-friendly holiday homes to book a perfect pad where your puppy dog can join the fun.
What are popular home amenities in Brookline?
Some of the most popular home amenities people are searching for in Brookline are mountain views, a barbecue grill and nearby museums. Whether you're on the road with pals, family or even pets, Stayz holiday homes have the best amenities for chilling out with your loved ones.
Are there large group holiday homes in Brookline?
Yes, you can pick from one of two holiday properties in Brookline that can accommodate a group of five or more guests. From family reunions to events like a friend's birthday, these stays have enough space to gather with your favourite people.
Are there holiday homes in Brookline that welcome kids?
Gather your whole family for the adventure of a lifetime in Brookline at one of our five family-friendly holiday homes. A lot of these stays feature conveniences that are ideal for trips with youngsters, including full kitchens, extra bedrooms and entertainment units. Just check the "Properties good for families" filter and choose your favourite option.
Are there one-bedroom holiday homes in Brookline?
There are two one-bedroom properties in Brookline to choose from. A one-bedroom holiday home is a wonderful option if it's only the two of you or if you're travelling alone. Add in more privacy, convenience and space than a hotel, and you've got the makings of a memorable getaway.
How can I find holiday homes with air conditioning in Brookline?
Select your travel dates and then use the filter tool to view holiday homes with ac in Brookline on Stayz. With three air-conditioned properties on offer here, you can enjoy a cool and comfy break.
How old do you have to be to rent a holiday home in Brookline?
The minimum required age is typically 16, 18 or 21. It can vary from property to property on Stayz, so look at the rules of your preferred Brookline stay before you book.
How long can I rent a holiday home in Brookline for?
How long you can book a holiday home in Brookline is up to the property. Simply enter your selected dates to see a list of options offering extended stays. With a range of features like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to discover somewhere perfect to call your home away from home in Brookline.