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:8 Jan - 15 Jan

Interior
Property grounds
Dining
Exterior
Exceptional
(21 reviews)

Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!

Brattleboro

8% off
AU$3,070
for 7 nights, 1 cabin
AU$439 per night
includes taxes & fees
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Bedroom 1: Queen Bed
Large open-concept living and kitchen area
3-Season porch (new addition 2023)
Terrace/patio
Exceptional
(18 reviews)

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

Wardsboro

8% off
AU$7,449
for 7 nights, 1 cabin
AU$1,064 per night
includes taxes & fees
Leonard’s Log Cabin— Mt. Snow/Stratton Ski House
Front door
Living area
Dining room
Back porch
Exceptional
(40 reviews)

Wishing Well Cabin

Jamaica

8% off
AU$4,004
for 7 nights, 1 cabin
AU$572 per night
includes taxes & fees
Wishing Well Cabin
Fully equipped kitchen
Front of the house
Patio chairs and solo stove firepit
Livingroom with a view.
Exceptional
(16 reviews)

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

8% off
AU$4,056
for 7 nights, 1 chalet
AU$579 per night
includes taxes & fees
Chalet Mount Snow/Stratton Skiing/hiking
Outdoor spa tub
One of a kind woodwork, beautiful handmade furniture and built ins.....
Master bedroom is 12X20 and overlooks our beautiful river - private bathroom
Inside, Outside - take your pick - it's always magical
Exceptional
(53 reviews)

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

Jamaica

8% off
AU$12,569
for 7 nights, 1 home
AU$1,796 per night
includes taxes & fees
One of a Kind Post and Beam Home on Private 100 acre Island
Living area with wood stove.
Kitchen and dining area.
Dry your ski gear on the hooks near the warm 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$5,348
for 7 nights, 1 chalet
AU$764 per night
includes taxes & fees
Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington
Bathroom
Room
Interior
Living area
Exceptional
(43 reviews)

Cozy 2 BR Apartment in Quaint New England Town

Walpole

8% off
AU$1,691
for 7 nights, 1 apartment
AU$242 per night
includes taxes & fees
Cozy 2 BR Apartment in Quaint New England Town
Living area
Exterior
Large deck with grill and outdoor dining
Private kitchen
Wonderful
(9 reviews)

Year Round Mountain Retreat

Newfane

7% off
AU$2,716
for 7 nights, 1 home
AU$388 per night
includes taxes & fees
Year Round Mountain Retreat
welcome to the church!
welcome! walk through the vestibule to enter this welcoming and embracing home
relax with a movie, log in to your streaming accounts with highspeed wifi
Flowers aplenty in summer by the front door.
Exceptional
(56 reviews)

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

Brattleboro

8% off
AU$4,108
for 7 nights, 1 home
AU$587 per night
includes taxes & fees
Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather.
Interior
Exterior
Private kitchen
Interior
Exceptional
(9 reviews)

Enchanting barn in E Dover with 50 mile view

East Dover

16% off
AU$2,405
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Enchanting barn in E Dover with 50 mile view

  • 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)
  • Brentwood Golf Course (15.4 mi / 24.8 km)
  • Stratton Mountain Resort (16.2 mi / 26.1 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)
  • Hogback Mountain Conservation Area (15.4 mi / 24.7 km)
  • Lake Raponda (15.4 mi / 24.8 km)
  • Lowell Lake State Park (15.6 mi / 25.1 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 best area to stay in Brookline when booking a holiday rental?
When considering a holiday rental in Brookline, Vermont, a popular area to stay is near the charming village centre. This location offers a delightful blend of tranquility and accessibility, allowing you to immerse yourself in the local atmosphere while being close to essential amenities. The properties here tend to be quaint and well-suited for those seeking a peaceful retreat in the heart of nature.In this area, you'll find a number of lovely properties ranging from cosy cabins to spacious homes, providing plenty of choices for your stay. A top attraction nearby is the picturesque Green Mountain National Forest, great for hiking, mountain biking, and exploring the stunning Vermont landscape. Additionally, you can enjoy the serene beauty of the West River Trail, ideal for leisurely walks or cycling amidst scenic views.
When is the best time to visit Brookline for a holiday rental?
The best time to visit Brookline for a holiday rental is during the peak season from March to May, when the beauty of Vermont is in full bloom. March is particularly popular, as it marks a transition into spring, offering visitors a chance to enjoy pleasant temperatures and the last remnants of winter sports. With daytime highs typically ranging from 5 to 15 degrees Celsius, this period is ideal for outdoor enthusiasts looking to explore the stunning landscapes and partake in activities such as hiking and cycling.As the snow begins to melt, the trails become accessible, and the vibrant scenery unfolds, making it a great time for sightseeing. Brookline's serene environment, combined with the welcoming community, enhances the overall experience, allowing visitors to connect with nature and enjoy local attractions nearby.If you're looking for a more budget-friendly option, consider visiting in February. While it falls within the low season, this month offers a unique charm with opportunities for winter sports and a quieter atmosphere. The tranquillity of Brookline in February can be quite appealing, especially for those who appreciate a peaceful retreat amidst beautiful snowy landscapes.Ultimately, your choice of when to visit Brookline will depend on whether you prefer the lively energy of spring activities or the calm of winter exploration.
What are the top attractions in Brookline?
In Brookline, Vermont, visitors can engage in the natural beauty and tranquillity of the Green Mountain region. The nearby Townshend State Park offers opportunities for hiking, picnicking, and enjoying scenic views of the surrounding landscapes. For those interested in local history, the Townshend Historical Society provides insights into the area's past and is a short drive away.Additionally, the charming village of Newfane, not far from Brookline, features picturesque architecture and quaint shops, making it a lovely spot for a leisurely stroll. For outdoor enthusiasts, the nearby West River offers opportunities for kayaking and fishing during the warmer months, adding to the area's appeal for nature lovers.
Are all fees included in the Brookline holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Brookline holiday homes with parking?
Stayz offers a wide selection of holiday homes in Brookline with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Brookline holiday homes?
You can find great discounts on holiday homes in Brookline on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Brookline holiday home booking on Stayz?
To find Brookline holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Brookline?
A long-stay holiday home in Brookline is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Brookline holiday home?
Book your Brookline holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Brookline?
Prices for holiday homes in Brookline vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Brookline to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.