Sherborn Holiday Rentals

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Our top choices for Sherborn holiday rentals

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.4 out of 10, Very good, (30 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is AU$525
includes taxes & fees
14 May - 15 May
The Chester Hotel

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (10 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is AU$645
includes taxes & fees
26 May - 27 May
3BR3Bth Entire House/Steps to Downtown & TD Garden

Ideal North End 1brm Central To Everything

Ideal North End 1brm Central To Everything
North End
9.6 out of 10, Exceptional, (41 reviews)
"Great well appointed place, close to everything Boston has to offer."
United States
Robert M.
Ideal North End 1brm Central To Everything

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is AU$367
includes taxes & fees
19 May - 20 May
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.8 out of 10, Good, (13 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
The price is AU$480
includes taxes & fees
18 May - 19 May
Cozy Studio Steps from Boston Common and Theaters

Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
10.0 out of 10, Exceptional, (26 reviews)
"Great property to stay with proximity to everything you need, and a safe neighborhood to walk all times of the day. The hosts were very communicative and quick to respond to any questions I had. The apartment itself was spacious and had a nice kitchen to prepare meals. I would recommend to all considering a stay in East Boston!"
United States
Jordan
The price is AU$479
includes taxes & fees
1 June - 2 June
Bright 2BR by Boston Waterfront

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful home in the heart of the north end. We had a wonderful stay!"
United States
Kerry y.
North End Entire House

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (14 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is AU$534
includes taxes & fees
21 May - 22 May
Primo North End Studio

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Welcoming host, very responsive"
United States
Matthew G.
The price is AU$458
includes taxes & fees
19 May - 20 May
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (47 reviews)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is AU$557
includes taxes & fees
25 May - 26 May
Cozy three-bedroom home close to Boston w/ plenty of parking

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.6 out of 10, Excellent, (10 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is AU$412
includes taxes & fees
18 May - 19 May
Stylish Back Bay Retreat, Steps from Prudential

41-SPRING GETAWAY EARLY BIRD 10%! Convenient Townhouse with 3 bedrooms

41-SPRING GETAWAY EARLY BIRD 10%! Convenient Townhouse with 3 bedrooms
Quincy
9.6 out of 10, Exceptional, (28 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is AU$746
includes taxes & fees
28 May - 29 May
41-SPRING GETAWAY EARLY BIRD 10%! Convenient Townhouse with 3 bedrooms

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is AU$387
includes taxes & fees
25 May - 26 May
Studio Awaits Your Next Stay!

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
The price is AU$452
includes taxes & fees
21 May - 22 May
Perfect One Bedroom Stay In Downtown Boston!

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
Quincy
9.8 out of 10, Exceptional, (49 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is AU$619
includes taxes & fees
18 May - 19 May
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (41 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is AU$431
includes taxes & fees
26 May - 27 May
On River/Harvard Sq. two blocks

Modern 3BR nest near Franklin Park 558/2

Modern 3BR nest near Franklin Park 558/2
Dorchester
10.0 out of 10, Exceptional, (17 reviews)
"Very nice property, parking is safe, owner give clear checkin and checkout instructions. Very good."
United States
Kevin
The price is AU$617
includes taxes & fees
17 May - 18 May
Modern 3BR nest near Franklin Park 558/2

SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
Dorchester
9.4 out of 10, Exceptional, (34 reviews)
"Host was so receptive. The apartment was meticulously clean and subway very close by. Parking included. Great restaurants nearby and for us it was a great location. "
United States
Melissa W.
The price is AU$617
includes taxes & fees
17 May - 18 May
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
8.6 out of 10, Excellent, (4 reviews)
"Common areas outside of the room needed some work but overall was a good experience."
United States
Byron S.
The price is AU$387
includes taxes & fees
25 May - 26 May
Come Visit Boston and Stay In Our Homey Studio

80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment

80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
Dorchester
9.4 out of 10, Exceptional, (21 reviews)
"Great property. Easy referral and I would stay there again."
United States
Dominic T.
The price is AU$667
includes taxes & fees
21 May - 22 May
80/2 - SPRING GETAWAY EARLY BIRD 10%! Brand new modern and comfortable apartment
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 Sherborn Hotel Reviews

Find out more about Sherborn

Everything you need to know about Sherborn 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 Sherborn 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 Sherborn holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sherborn holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sherborn. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sherborn 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 Sherborn holiday rentals we have selected for you start as low as AU$215 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sherborn rentals

At Expedia, we put the best Sherborn 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 Sherborn 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 Sherborn 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 Sherborn. 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 a holiday rental in Sherborn?

Yes, there are holiday rentals in Sherborn close to Rocky Narrows, or you can select a more secluded option if you're looking for a relaxing stay. Sherborn is known for its shopping and restaurants. Make sure you have time to check out the sporting events while you're in the area.

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

Cozy 2BR Fort Hill Apartment | Near the T: This holiday home rental outside of Sherborn has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Sherborn?

Choose from 3 Expedia holiday rentals in Sherborn for a memorable holiday.

What can I see and do in Sherborn?

Family-friendly attractions include Rocky Narrows, whereas Charles River is a spot to enjoy the outdoors. While in the area, you can also visit popular places such as Fenway Park and Gillette Stadium.

What are holiday rentals like in Sherborn?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sherborn. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.