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Top Holiday Rentals in Brookline

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

10.0 out of 10, Exceptional, (12)
"The rental was lovely in a quiet area of town. Our host was wonderful and aways responded quickly with and questions we had. "
The price is £473
includes taxes & fees
15 Aug - 16 Aug
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

2.0 star property
9.6 out of 10, Exceptional, (9)
"We had a lovely weekend! The views were beautiful and the location was great for our day trips. We will definitely be looking to rebook! "
The price is £629
includes taxes & fees
23 Jul - 24 Jul
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (7)
"My family stayed in October for a quick weekend getaway. Great location and easy to get to from Boston. Would definitely book again. "
The price is £346
includes taxes & fees
31 Jul - 1 Aug
NEW 2BR Historic Marblehead Home+Minutes to Beach

Rockmere Inn

3.5 star property
Rockmere Inn

Downtown Marblehead 2brm/1.5bath w/ deck

10.0 out of 10, Exceptional, (1)
"The property was large with lots of natural light. Very clean and fully stocked for the stay."
The price is £394
includes taxes & fees
24 Jul - 25 Jul
Downtown Marblehead 2brm/1.5bath w/ deck

Bright & Stylish 2BD/1BA in Town Center w Parking!

10.0 out of 10, Exceptional, (16)
"Definitely will be staying there again!"
The price is £299
includes taxes & fees
5 Aug - 6 Aug
Bright & Stylish 2BD/1BA in Town Center w Parking!

Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8

10.0 out of 10, Exceptional, (14)
"Property as advertised. Great walkable location"
The price is £677
includes taxes & fees
23 Jul - 24 Jul
Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

10.0 out of 10, Exceptional, (3)
"We are long time visitors of Marblehead and this has been one of, if not the best place we’ve stayed so far. The property was well appointed from the kitchen all the way to linens. A great central home that you will love!"
The price is £734
includes taxes & fees
28 Jul - 29 Jul
Best location in Old Town home, 5 minutes to everything, enjoy the difference!

Authentic Rustic Single Family Home in Old Town

10.0 out of 10, Exceptional, (53)
"Natasha was excellent host. The house is perfect. Very cozy, clean and loved how it’s decorated. Close to everything. Adorable. "
The price is £443
includes taxes & fees
27 Jul - 28 Jul
Authentic Rustic Single Family Home in Old Town

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

9.8 out of 10, Exceptional, (6)
The price is £671
includes taxes & fees
28 Jul - 29 Jul
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

The widow’s walk your very own spa experience

10.0 out of 10, Exceptional, (14)
"Wife and I had a quick stay and loved Marblehead and the surrounding area. House was big but the lair was perfect little a lot for us. "
The price is £577
includes taxes & fees
22 Jul - 23 Jul
The widow’s walk your very own spa experience

Charming garden level 1 bedroom 1 bath apartment in Brockton

9.0 out of 10, Wonderful, (2)
"The property is clean and functional. It’s a basement apartment without AC so keep that in mind for warmer months. Busy neighborhood so backing out of the driveway on weekday mornings is tricky. "
The price is £139
includes taxes & fees
24 Jul - 25 Jul
Charming garden level 1 bedroom 1 bath apartment in Brockton

Entire Lower Level of the House, Across From The Beach

10.0 out of 10, Exceptional, (15)
"Loved getting to visit the beach and the short drive to Salem!"
The price is £297
includes taxes & fees
31 Jul - 1 Aug
Entire Lower Level of the House, Across From The Beach

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
The price is £409
includes taxes & fees
22 Jul - 23 Jul
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Beautiful, Cozy Ultra Convenient Salem Home

7.4 out of 10, Good, (40)
"This was a nice little house, which appeared larger in size upon arrival. I enjoyed the comfortable bed and the ability to cook incomparison to a hotel room. "
The price is £275
includes taxes & fees
17 Aug - 18 Aug
Beautiful, Cozy Ultra Convenient Salem Home

Dwtn Beverly! 5 Min to Salem!

The price is £258
includes taxes & fees
12 Aug - 13 Aug
Dwtn Beverly! 5 Min to Salem!

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (124)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is £241
includes taxes & fees
28 Jul - 29 Jul
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Historic 1686 Home Near Downtown l 5BR Retreat

2.0 star property
9.8 out of 10, Exceptional, (9)
"The house was perfect "
The price is £688
includes taxes & fees
12 Aug - 13 Aug
Historic 1686 Home Near Downtown l 5BR Retreat

NEW 3BR Salem Townhouse Minutes to downtown

10.0 out of 10, Exceptional, (1)
"Perfect size, layout and accommodations for our family! Us and our adult kids! Equipped for lazy nights in with full kitchen and all the amenities of home, comfortable furnishings and clean!! Great porch for relaxing in the mornings and evenings! Perfect location, close enough to walk to all that salem has to offer yet far enough away from the business of it all!"
The price is £526
includes taxes & fees
23 Jul - 24 Jul
NEW 3BR Salem Townhouse Minutes to downtown

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (80)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
The price is £224
includes taxes & fees
23 Jul - 24 Jul
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
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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Frequently asked questions

Can I find holiday rentals in Brookline?

Yes, there are holiday rentals in Brookline close to Brookline Farmers Market, or you can select a more secluded option if you're looking for a relaxing stay. Brookline is known for its sporting events and university setting.

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

"Home Away from Home" is in a Victorian home in a beautiful, safe neighborhood : This highly rated holiday home rental in Brookline offers a garden, 1 hot tub and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Brookline?

With 33 Expedia holiday rentals, you're guaranteed to find just the right place for your Brookline stay.

What can I see and do in Brookline?

Cultural attractions include Coolidge Corner Theatre and Larz Anderson Auto Museum, whereas Brookline Farmers Market is just one of the family-friendly sights. You’ll find favourite places to visit such as Fenway Park and TD Garden in the wider area.

What are holiday rentals like in Brookline?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Brookline. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy lobbies 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 great option for a family trip.