Brookline Vacation Rentals from $157: Search Short-Term Rentals

Q: What's the top vacation rental in Brookline?

Family Friendly Hilltop House In Putney Vermont : This vacation home rental outside of Brookline is located on a lake and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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Our top choices for Brookline vacation rentals

1. Family Friendly Hilltop House In Putney Vermont

Putney

Susan O.

$286 nightly

Sep 1 - Sep 2

Total with taxes and fees

2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

Eleanor D.

$331 nightly

Aug 17 - Aug 18

Total with taxes and fees

3. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Hinsdale

Adrienne

$145 nightly

Aug 24 - Aug 25

Total with taxes and fees

4. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

$408 nightly

Sep 1 - Sep 2

Total with taxes and fees

5. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

$279 nightly

Aug 17 - Aug 18

Total with taxes and fees

6. The Studio with a View. Bring your dog, too!

Brattleboro

s p.

$221 nightly

Sep 2 - Sep 3

Total with taxes and fees

7. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Wardsboro

Jeff H.

$417 nightly

Aug 31 - Sep 1

Total with taxes and fees

8. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Susan S.

$253 nightly

Aug 20 - Aug 21

Total with taxes and fees

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Top Brookline Hotel Reviews

Inn At Mount Snow

10/10 Excellent

"This was such a delightful treat. The property is renovated and every room is beautifully decorated yet unique. The common areas are beautiful and offer every small detail you could want. From fresh cookies, s'mores kits, bonfire kits, board games and a record player with plenty of musical choices. This property offers free breakfast daily. The breakfast was delicious with fresh granola, muffins, cereal, fruit, and yogurt. The innkeepers are friendly and helpful. They live on the property and are available if you need anything. The views from the property are spectacular. I would highly recommend this property and look forward to staying here again."

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Rooms and beds were very comfortable. Shower was great - everything was great except the rugs inside the rooms are old and felt damp always. Maybe it was more about the humidity but they just felt gross. I really enjoyed the hot tub, sauna and being able to go up to the village which had so many wonderful restaurants, bars and shops. I saw a Neil Young tribute band and that was so much fun. Carpets aside, I would stay here again I think they just need updating. It is a perfect location with many amenities."

Latchis Hotel

8/10 Good

"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."

Find out more about Brookline

Everything you need to know about Brookline vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Brookline vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Brookline vacation 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 low season months. For more hustle and bustle, you may prefer to visit Brookline in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $157 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Brookline rentals

At Expedia, we put the best Brookline vacation 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 vacation.

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.

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Frequently asked questions

Can I find vacation rentals in Brookline?

Yes, there are vacation rentals near top sights in Brookline, or you can choose a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Brookline?

Family Friendly Hilltop House In Putney Vermont: This vacation home rental outside of Brookline is located on a lake and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Brookline?

With 5 Expedia vacation rentals, you're sure 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 larger area, you’ll find The Putney School and Townshend State Park.

What’s a vacation rental in Brookline like?

Vacation rentals are private properties where you can stay for a long or short time in Brookline. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.

Brookline Vacation Rentals

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Check prices for these dates

Our top choices for Brookline vacation rentals

1. Family Friendly Hilltop House In Putney Vermont

2. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

3. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

4. Chalet Mount Snow/Stratton Skiing/hiking

5. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

6. The Studio with a View. Bring your dog, too!

7. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

8. Cozy 3 bedroom condo 2.5 miles to Mount Snow

9. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

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

11. Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

12. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

13. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

14. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

15. Long Trail House at Stratton Mountain Resort

16. The MountainTop | Stratton & Mt Snow | Fire Pit

17. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

18. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

19. Large Farmhouse with expansive views, firepit 15 min north of Keene

20. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Find vacation rentals that suit your style

Top Brookline Hotel Reviews

Inn At Mount Snow

Find out more about Brookline

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