Holiday Homes in Sherborn

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Featured Holiday Homes in Sherborn

Modern home-like 3BR2BA Retreat/Minutes to T
9.6 out of 10, Exceptional, (8)
"Beautiful and spotless (and I mean spotless) 2nd floor apartment. Easy check in/out. Easy street parking on weekends (Friday after 7pm through Monday 7am) for non-residents. Property owner lives 2 blocks away and is easy to reach by phone or messaging through the Vrbo app. One of the smoke detectors kept inadvertently going off as soon as we arrived. I messaged the owner, who replied back and showed up in less than five minutes. One note (that has nothing to do with the space), when we...
Modern home-like 3BR2BA Retreat/Minutes to T
Copley House - 1 Bedroom Suite
8.8 out of 10, Excellent, (3)
"Great property, small efficiency style apartment. Great location, great neighborhood. Parking in the 35 Westland Garage."
The price is AU$861
includes taxes & fees
1 Oct - 2 Oct
Copley House - 1 Bedroom Suite
105-year-old 4-bedroom Single Family Near Boston
10.0 out of 10, Exceptional, (24)
"We loved staying here! Convenient to Boston and Cambridge. Fully equipped kitchen. Best for up to six."
105-year-old 4-bedroom Single Family Near Boston
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
10.0 out of 10, Exceptional, (50)
"Beautiful property in a nice location. 10 min to Fenway, 40 min walk to downtown. Suggested property improvements, bedroom lighting, shower water pressure and hot water"
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Union Square House
9.6 out of 10, Exceptional, (57)
"My family and I were in for a wedding and this turned out to be literally around the corner from the venue. The location was convenient, but also in a lovely part of town. The house itself is a mix of dated construction and modern upgrades. The bathroom, in particular, is quite comfortable. On the flip side, the stairs going up to the top floor bedrooms are very, very steep. "
Union Square House
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
9.6 out of 10, Exceptional, (70)
"Friends weekend, we had a blast and loved the house. "
The price is AU$1,085
includes taxes & fees
1 Oct - 2 Oct
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Wonderful Renovated Family Friendly Home Close to Boston and Lexington
10.0 out of 10, Exceptional, (54)
"Had a great time here. Nice neighbor and plenty of groceries store, restaurants close by. The owner gets right back promptly with any questions or concerns. Overall exceptional house would highly recommend. ☺️"
Wonderful Renovated Family Friendly Home Close to Boston and Lexington
Football Fans Lake Retreat - 5 Mins to Gillette!
10.0 out of 10, Exceptional, (67)
"We all loved this property and thought it was the most appointed rental we have stayed in. Everything you need and more, lots of space to sleep 10 comfortably, kitchen is the right size and to have a table where we could all sit and eat together was the BEST! "
Football Fans Lake Retreat - 5 Mins to Gillette!
Modern Smart Home with EV charger Near Boston & Harvard, 0.7 miles to MBTA
10.0 out of 10, Exceptional, (11)
"We had a very pleasant stay. The house is very clean and very well kept. The location is convenient to neighborhood food or drink shopping. We can feel the host makes real efforts to make the place comfortable for its guests. The open floor plan makes the place very welcoming for family or friend get together. The host is also very responsive to questions relating to our stay before and after our arrival. We would recommend this place ."
Modern Smart Home with EV charger Near Boston & Harvard, 0.7 miles to MBTA
Charming 4-bedroom house in delightful Marlborough with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (1)
"Really big house in a quite area "
The price is AU$1,785
includes taxes & fees
1 Oct - 2 Oct
Charming 4-bedroom house in delightful Marlborough with AC, WiFi
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
7.0 out of 10, Good, (18)
"It's in a basement and there was a door to another part of the basement that was locked and we could see a light that was on all night on the other side. It was very quiet though, great if you just need somewhere to sleep."
The price is AU$181
includes taxes & fees
1 Oct - 2 Oct
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
Boston's Best Vacation Home
9.8 out of 10, Exceptional, (36)
"It was a cute home away from the busy Boston area. Roomy and clean. Bed sheets were so soft! Owners were great to work with and didn't need to bother them either. Highly recommend!"
Boston's Best Vacation Home
West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!
9.8 out of 10, Exceptional, (46)
"Three friends met up for a long weekend of fun in Boston. The property is located near BC, not too far from downtown Boston and Logan Airport. The host Susan quickly addressed any needs we had. Fun trip and solid rental. I stay there again the next time I’m in the area."
West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!
✨Private Studio w/ Loft Center Historic Carlisle✨
9.6 out of 10, Exceptional, (16)
"The space was clean and comfortable. It's on a somewhat busy road but it's not too loud. The bed was very comfortable. The only downside was that there's no way to do any cooking, there's only a mini fridge and a microwave. There's not a toaster or even a cutting board for chopping fruit/veggies. Besides this, it was an easy and comfy stay."
The price is AU$290
includes taxes & fees
1 Oct - 2 Oct
✨Private Studio w/ Loft Center Historic Carlisle✨
Remodeled Townhouse close to Boston
9.8 out of 10, Exceptional, (20)
"We had a lovely time staying at your home. It was very close to the Boston area and very convenient for us for our stay."
Remodeled Townhouse close to Boston
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
9.6 out of 10, Exceptional, (18)
"My son and I were in town for sports and it was great to have a home base. It's clean, cozy, had everything we needed, and good location to town and highways. (We stayed on second floor so there is a full flight of stairs to get in.) Host is great and super responsive. 2 Quick notes: offers a hot plate rather than a full stove and low ceilings for my 6'2" son, but overall we had a great visit and would go back if in the area again."
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths
10.0 out of 10, Exceptional, (5)
"Excellent location, great safe and quiet neighborhood, lots of local flare, READ THE instructions BINDER when you arrive for GREAT TIPS, outstanding hosts, house is comfortable and well appointed, park your car and take the train to the city. I rented a car because I wanted to visit the coastal cities, Cape Code, Provincetown etc., otherwise no car is needed. Great band for the buck!"
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths
New 5B3B Single Family with Central AC
9.8 out of 10, Exceptional, (17)
"This home was perfect for my group of 8 adults. Plenty of space for us to hang out, but not be crowded. Absolutely beautiful home with a wonderful kitchen, plenty of bathrooms, and all of the amenities you may need. Probably about 25-30 minutes from downtown, so you will need a vehicle or use the public transportation. We did take the subway from downtown and then the connecting bus, which stopped about a block from the house, so it was perfect! "
New 5B3B Single Family with Central AC
Gorgeous Beacon Hills Studio next to State house
10.0 out of 10, Exceptional, (14)
"Enjoyed our stay here. Room very clean and accommodations good. Nice area. Near State House and Park Street subway. "
Gorgeous Beacon Hills Studio next to State house
6 bedroom house in a quiet and convenient neighborhood
6.8 out of 10, (3)
"The good, Large House, lots of bedrooms. Felt very safe, nice Alarm system. And the Piano was very fun for a singing and having fun. Reconstruction in process. The bad, the beds, not good, the house is falling apart, scary stairs, the bath rooms are tiny and do not offer shampoo, conditioner, and conditioner. Could not find bath towels. The ugly - mouse droppings all over the kitchen. Mouse found in one bedroom, captured mouse and took outside. Let host know that there was a mouse and mice...
6 bedroom house in a quiet and convenient neighborhood
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See all available properties in Sherborn
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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Other property types in Sherborn

Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (481)
"A great amount of space for a “hotel”/short term rental. Highly recommend. Full kitchen, a little living room with a pull out bed. I do wish that the bed was in a position to see the tv but we just pulled out the bed from the couch to watch a movie on a rainy day. Just so everyone knows, parking is $35/night at the garage nearby "
The price is AU$682
includes taxes & fees
13 Oct - 14 Oct
Global Luxury Suites Downtown Boston
Maverick Suites at 28 Fenway
2.5 star property
9.2 out of 10, Wonderful, (123)
"It was in a good location for walking Boston. "
The price is AU$340
includes taxes & fees
6 Oct - 7 Oct
Maverick Suites at 28 Fenway
Temple Place Suites
2.5 star property
6.8 out of 10, (147)
"Location is everything! Clean and comfortable and exactly as advertised "
The price is AU$373
includes taxes & fees
14 Oct - 15 Oct
Temple Place Suites
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.