A forest with a rocky trail, dense green foliage, and tall trees.

Sutton Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Sutton holiday rentals

Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (31 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is HK$1,376
HK$2,019 total
includes taxes & fees
6 Jul - 7 Jul
Dove Cabin up in the Trees
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is HK$988
HK$1,519 total
includes taxes & fees
9 Jul - 10 Jul
The Tree House at Underhill Hollow
Smart TV, fireplace

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, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is HK$1,145
HK$1,848 total
includes taxes & fees
20 Jul - 21 Jul
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Private kitchen

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is HK$1,059
HK$2,296 total
includes taxes & fees
6 Jul - 7 Jul
Charming 3-bedroom house in delightful Ashland for your getaway
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$988
HK$1,474 total
includes taxes & fees
6 Jul - 7 Jul
SteamPunk Bunk House and Intergalactic Way Station
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is HK$988
HK$1,474 total
includes taxes & fees
7 Jul - 8 Jul
Wizard's Roost at Underhill Hollow
Interior

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (30 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$847
HK$2,628 total
includes taxes & fees
9 Jul - 10 Jul
Spacious Massachusetts Apartment #2
Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (25 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is HK$1,899
HK$2,769 total
includes taxes & fees
3 Aug - 4 Aug
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Living area

Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is HK$628
HK$899 total
includes taxes & fees
12 Jul - 13 Jul
Clean & Cozy Private room - 3 floor_R 1
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is HK$1,292
HK$1,483 total
includes taxes & fees
7 Jul - 8 Jul
Cottage by the Castle – Downtown Spencer
Fridge, microwave, stovetop, coffee/tea maker

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (11 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is HK$1,765
HK$3,014 total
includes taxes & fees
16 Jul - 17 Jul
totally remodeled house with fitness room, close to Boston and Worcester
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is HK$1,255
HK$2,047 total
includes taxes & fees
6 Jul - 7 Jul
Angel Sky Challenge
Dining

Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.
Johnston
9.4 out of 10, Exceptional, (46 reviews)
"My host was awesome. The house was is a nice neighborhood everything we needs so close. "
United States
Tina N.
The price is HK$1,511
HK$3,586 total
includes taxes & fees
13 Jul - 14 Jul
Lovely Historic Vintage home. Remodeled inside.
TV

Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (3 reviews)
"It was a great place for my family and i"
United States
Taisha M.
Large 3BD 1st Floor Apartment Minutes from 290
Front of property

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is HK$1,757
HK$3,548 total
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!
Interior

Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1

Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1
Main South
10.0 out of 10, Exceptional, (1 review)
Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1
TV, fireplace

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.6 out of 10, Excellent, (8 reviews)
"Good stay! Host was extremely nice and welcoming! It snowed during the night of the stay, and they were nice enough to still shovel a path in the morning and even cleared a path around my vehicle. Thank you! There is only a microwave, but easy to make work for food options. "
United States
Logan R.
The price is HK$980
HK$1,270 total
includes taxes & fees
21 Jul - 22 Jul
Private Luxury 2 Bedroom Suite
Interior

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is HK$604
HK$1,279 total
includes taxes & fees
12 Jul - 13 Jul
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Property grounds

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
Worcester
9.8 out of 10, Exceptional, (17 reviews)
"Great host! Easy to contact via text. Home was clean and perfect for my family!"
United States
Michael B.
The price is HK$1,380
HK$3,589 total
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is HK$1,396
HK$3,025 total
includes taxes & fees
26 Jul - 27 Jul
Beautiful Worcester Downtown King Bd/Office World Cup Boston
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 Sutton Hotel Reviews

Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

10/10 Excellent
"Very clean, amazing staff."
Lawrence 3-night trip
Posted less than an hour ago
Bally's Twin River Lincoln Casino & Hotel

Find out more about Sutton

Search for holiday rentals in Sutton on Expedia! You can easily find your home rentals, villas, holiday apartments in Sutton using one of the methods below:

  • View our selection of featured holiday rentals in Sutton
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  • Enter your travel dates to view the best deals on holiday rentals in Sutton while they last

Look no further and take a look at our great range of rental properties in Sutton!

Frequently asked questions

Are there holiday rentals in Sutton?

Yes, there are holiday rentals close to the most popular sights in Sutton, or you can select a more secluded option if you're looking for a relaxing stay. Sutton is known for its basketball games and university setting. Make sure you have time to check out the forests and shopping during your trip.

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

The Tree House at Underhill Hollow: This holiday home rental outside of Sutton offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a coffee maker and kitchenware.

What’s there to see and do in Sutton?

Purgatory Chasm State Park and Sutton Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Sutton Falls Reservoir and Blackstone River.

What’s a holiday rental in Sutton like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sutton. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.