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Sherborn Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sherborn holiday rentals

A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

1. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is AU$341
includes taxes & fees
26 Oct - 27 Oct
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

2. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,294 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is AU$243
includes taxes & fees
31 Oct - 1 Nov
Crescent Suites Hotel
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

3. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (30 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is AU$517
includes taxes & fees
4 Oct - 5 Oct
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A gazebo with a stone barbecue grill and a table with chairs.

4. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (70 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
The price is AU$333
includes taxes & fees
20 Oct - 21 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A wooden hallway with a patterned floor leading to a door.

5. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (324 reviews)
"Room was clean, neat area."
United States
Keir
The price is AU$348
includes taxes & fees
1 Oct - 2 Oct
Maverick Suites at 89 Marion
A living room with a sofa, a glass coffee table, a TV mounted on the wall, a wooden floor, and a window with a view of trees.

6. NEW Modern Apartment Near Boston & Harvard Square.

NEW Modern Apartment Near Boston & Harvard Square.
Watertown
10.0 out of 10, Exceptional, (53 reviews)
"That was the most comfortable bed I have slept in away from home!"
United States
Kimberly M.
The price is AU$320
includes taxes & fees
25 Oct - 26 Oct
NEW Modern Apartment Near Boston & Harvard Square.
A living room with a grey sofa, a black armchair, a coffee table, and a blue rug. There are two windows with blinds, a bookshelf, and a potted plant.

7. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (45 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is AU$506
includes taxes & fees
4 Oct - 5 Oct
Bright 2BR by Boston Waterfront
A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

8. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (32 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
The price is AU$315
includes taxes & fees
4 Oct - 5 Oct
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A stone house with a garden bed, a hose, and a brick pathway.

9. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
A residential house with a covered porch, a garage, and a well-maintained garden.

10. Charming 1-bedroom well located Garden Apartment in Historic West Medford

Charming 1-bedroom well located Garden Apartment in Historic West Medford
West Medford
10.0 out of 10, Exceptional, (15 reviews)
"Will not be disappointed!"
United States
Dave O.
The price is AU$444
includes taxes & fees
27 Oct - 28 Oct
Charming 1-bedroom well located Garden Apartment in Historic West Medford
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

11. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (92 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
The price is AU$465
includes taxes & fees
18 Oct - 19 Oct
🎖The Boiler Room - Close to Subway & Downtown🎖
A wooden front door with a glass panel and the number 383.

12. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is AU$549
includes taxes & fees
4 Oct - 5 Oct
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
A modern kitchen with white cabinets, a central island, and a dining area set for six with white chairs and a marble table.

13. Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601

Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
Mattapan
9.6 out of 10, Exceptional, (26 reviews)
"Was such a great spot for the 11 of us!! "
United States
Bryston J.
The price is AU$721
includes taxes & fees
5 Oct - 6 Oct
Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

14. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is AU$626
includes taxes & fees
13 Oct - 14 Oct
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A wooden exterior with two white doors marked 802, a mailbox, and a window.

15. 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, (41 reviews)
"The property was great, and Jenny, the host, was very nice and accommodating. Great experience."
United States
Kim S.
The price is AU$789
includes taxes & fees
4 Oct - 5 Oct
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

16. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is AU$683
includes taxes & fees
4 Oct - 5 Oct
The Chester Hotel
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

17. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"A little issue getting in with the door code operation but otherwise great"
United States
Unspecified U.
The price is AU$340
includes taxes & fees
4 Oct - 5 Oct
Sleek Studio Apartment in the South End
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

18. 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (124 reviews)
"Lovely full apartment with a great location. Our host was highly responsive, the property was clean, quiet, and perfectly well appointed. This is a perfect location to catch the T and explore all of Boston from."
United States
Elizabeth F.
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
A modern kitchen with a large island, stainless steel appliances, and a minimalist design.

19. 3BR2Bth Parking, Cambridge/Boston, W/D, Subway,A/C

3BR2Bth Parking, Cambridge/Boston, W/D, Subway,A/C
Ward Two
9.6 out of 10, Exceptional, (20 reviews)
"This place was great! Everything was very clean and new. It was easy to get in and out, and the host was extremely helpful and communicative. "
United States
Sierra K.
The price is AU$645
includes taxes & fees
14 Oct - 15 Oct
3BR2Bth Parking, Cambridge/Boston, W/D, Subway,A/C
A living room with a sofa, a clock, a floor lamp, and a rug.

20. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (55 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is AU$428
includes taxes & fees
13 Oct - 14 Oct
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
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

citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"Very cool European style hotel. The room was compact but functional. The common areas were large and comfortable. I believe the point is to use the room for sleeping and the rest of the place to hang out and meet people."
TODD 3-night trip
Posted less than an hour ago
citizenM Boston North Station

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$243 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?

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: This holiday home rental outside of Sherborn has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Gillette Stadium and Fenway Park.

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.