Brookline Holiday Rentals

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Holiday Rentals in Brookline

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

10.0 out of 10, Exceptional, (2)
"Had a great time . Excellent communication Very clean .Would definitely stay there again. "
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is NZ$661
includes taxes & fees
13 Oct - 14 Oct
Long Trail House at Stratton Mountain Resort

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.6 out of 10, Excellent, (59)
"Great location and super cute"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (8)
"This place is beautiful! It had everything we needed. The hosts were very communicative and encouraged us to contact them if we had any questions. We stayed at the treehouse to celebrate our 30th anniversary and it exceeded our expectations. I would highly recommend this cozy and quiet retreat."
The price is NZ$576
includes taxes & fees
21 Oct - 22 Oct
Owl's Nest Treehouse

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

9.6 out of 10, Exceptional, (7)
"We had a wonderful stay."
The price is NZ$977
includes taxes & fees
13 Oct - 14 Oct
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (163)
"We very much enjoyed our stay, check in was a breeze and we found the cabin to be a cozy retreat. We have been looking for a place that had a bed and bath on first floor to accommodate some mobility limitations and this home was perfect having a single step on the front porch. We look forward to booking another trip with this host "
The price is NZ$633
includes taxes & fees
13 Oct - 14 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.4 out of 10, Very good, (25)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is NZ$494
includes taxes & fees
20 Oct - 21 Oct
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.4 out of 10, Exceptional, (42)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (7)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Peaceful getaway at Stratton View Lodge

9.0 out of 10, Wonderful, (2)
"Spacious (3 stories) and cozy house in a beautiful spot between Bromley and Stratton Mountains! We had fun with the pool table, sauna, and hot tub, and sitting with coffee on the back porch with a view of the foliage! "
Peaceful getaway at Stratton View Lodge

The Jelly Mill-A Peaceful River Retreat

10.0 out of 10, Exceptional, (61)
"Very much off the beaten path, but lets you experience the beauty of Vermont. Quiet and peaceful. A beautiful little property that served our needs perfectly. Would definitely come back."
The Jelly Mill-A Peaceful River Retreat

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

9.0 out of 10, Wonderful, (27)
"We were only 4 people, and it felt huge. The cabin is nice, but does show some aging here and there. Nothing that was an actual issue, though. The property with the pond, the fire pit area and the little playground is absolutely gorgeous, though. The cabin offers plenty of space with 4.5 separate sleeping areas (there is a large futon in the game room that could be used in an emergency, I guess). The livingroom/kitchen area is very spacious with great views. Will definitely consider this for...
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (54)
"This was a great house for our extended family. The teenagers found plenty to do and the adults found plenty of spots to catch up. The kitchen was well stocked with equipment for our gourmet chefs.My only complaint is that there were no hangers in the closet "
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Treetop townhouse with Hot Tub and plenty of space for the whole family!

5.4 out of 10, (3)
"We arrived at our rental at 4:05pm (check-in was at 4pm) and were met by the management company. They just started to clean the rental, due to cleaners canceling. They did not contact us to let us know the rental would not be ready. They allowed us to settled in. They finished cleaning about 30 minutes later. I specially asked if they were finished with everything and they replied yes. The next morning I woke up and had an asthma attack. I realized there was dog hair everywhere. I...
Treetop townhouse with Hot Tub and plenty of space for the whole family!

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

10.0 out of 10, Exceptional, (85)
"A beautiful cabin in the woods. Very clean and a perfect stay."
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Charming mountain retreat with pool, fire pit, glamping loft, and endless views

9.8 out of 10, Exceptional, (7)
"Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a...
The price is NZ$1,842
includes taxes & fees
13 Oct - 14 Oct
Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

10.0 out of 10, Exceptional, (225)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Spacious Riverfront Home 7 Minutes to Stratton!

10.0 out of 10, Exceptional, (33)
"Perfect house for a few families to gather and have fun. "
Spacious Riverfront Home 7 Minutes to Stratton!

Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

2.0 star property
9.2 out of 10, Wonderful, (10)
"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

7.0 out of 10, Good, (7)
"The cabin was a perfect rustic experience for foliage viewing and exploring Wilmington and the nearby areas!! Everything was perfect!"
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brookline Hotel Reviews

Find out more about Brookline

Find out more about Brookline

Everything you need to know about Brookline holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brookline holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brookline holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Brookline holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brookline. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brookline holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brookline holiday rentals we have selected for you start as low as NZ$494 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Brookline rentals

At Expedia, we put the best Brookline holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Brookline rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brookline holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brookline. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Brookline?

Yes, there are holiday rentals close to the most popular sights in Brookline, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Brookline has to offer?

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC: This holiday home rental outside of Brookline is located on a river, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Brookline?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Brookline stay.

What’s there to see and do in Brookline?

Explore the area and family-friendly sights such as Brattleboro Bowl, or get out into nature at a spot like West River. In the wider area, you’ll find The Putney School and Landmark College.

What’s a holiday rental in Brookline like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brookline. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.