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

Sutton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Sutton vacation rentals

Living area

1. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
The price is ￥12,566
￥17,974 total
includes taxes & fees
Sep 22 - Sep 23
Clean & Cozy Private-3 floor_R 2
Smart TV

2. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is ￥18,402
￥54,458 total
includes taxes & fees
Sep 22 - Sep 23
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Exterior

3. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 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 ￥19,767
￥29,478 total
includes taxes & fees
Sep 22 - Sep 23
Wizard's Roost at Underhill Hollow
TV

4. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is ￥17,727
￥42,374 total
includes taxes & fees
Sep 23 - Sep 24
Large 3BD 1st Floor Apartment Minutes from 290
Living area

5. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
The price is ￥12,566
￥17,974 total
includes taxes & fees
Sep 22 - Sep 23
Clean & Cozy Private- 3 floor_R 5
Living area

6. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
The price is ￥10,731
￥15,872 total
includes taxes & fees
Oct 16 - Oct 17
Clean & Cozy Private- 3 floor_R 4
Dining

7. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.8 out of 10, Exceptional, (6 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is ￥41,573
￥75,119 total
includes taxes & fees
Oct 1 - Oct 2
12B-Cozy 3BR Apartment with Koi Pond in Worcester
2 bedrooms, WiFi (free)

8. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (37 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is ￥23,861
￥45,228 total
includes taxes & fees
Sep 22 - Sep 23
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Interior

9. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is ￥33,745
￥43,829 total
includes taxes & fees
Sep 22 - Sep 23
Game Room + Bar Lounge, 35 Min to Boston
Interior

10. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (252 reviews)
"Wonderful!!"
United States
Huynh
The price is ￥14,874
￥16,614 total
includes taxes & fees
Sep 22 - Sep 23
Residences at Solomon Pond
Interior

11. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.0 out of 10, Very good, (2 reviews)
"The host was very communicative and obviously has tried to make this unit a reasonable place to have people stay. However, the layout of the place was not ideal. They turned a front sitting room into a bedroom, but it doesn't really work well. Further, that room smelled like marijuana our whole stay (1-night). It connected to the stairwell up to the units above, and my guess is that those people just smoke weed all day/night and it's impacting this unit. Further, the outside of the house is...
United States
Jeffrey B.
The price is ￥16,669
￥48,166 total
includes taxes & fees
Sep 24 - Sep 25
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Living area

12. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is ￥13,962
￥19,570 total
includes taxes & fees
Sep 22 - Sep 23
Clean & Cozy Private- 3 floor_R 3
Interior

13. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,767
￥30,380 total
includes taxes & fees
Sep 22 - Sep 23
The Tree House at Underhill Hollow
Coffee/tea maker, fridge, microwave, oven

14. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (20 reviews)
"Perfect location"
United States
Harmony F.
The price is ￥43,142
￥80,079 total
includes taxes & fees
Sep 22 - Sep 23
Spacious 4-bedroom with four and half bathrooms
Smart TV, DVD player, books

15. Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
The price is ￥28,803
￥37,276 total
includes taxes & fees
Sep 22 - Sep 23
Heart of Shrewsbury St – 2BR Stay
Smart TV

16. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (54 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is ￥25,273
￥46,631 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Interior

17. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is ￥7,687
￥20,678 total
includes taxes & fees
Sep 25 - Sep 26
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
3 bedrooms, desk, iron/ironing board, WiFi (free)

18. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.4 out of 10, Very good, (6 reviews)
The price is ￥70,596
￥84,238 total
includes taxes & fees
Sep 22 - Sep 23
Clifford Luxury Retreat 3BR Self Check In Home
Living area

19. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
4.0 out of 10, (3 reviews)
The price is ￥13,962
￥17,595 total
includes taxes & fees
Oct 5 - Oct 6
Clean & Cozy Private room - 3 floor_R 1
Interior

20. 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 ￥25,101
￥40,758 total
includes taxes & fees
Sep 22 - Sep 23
Angel Sky Challenge
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

DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

10/10 Excellent
"Good location, nice accommodations. The food and beverages were top notch."
Kimberly 4-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Boston - Westborough

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:

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

Frequently asked questions

Are there vacation rentals in Sutton?

Yes, you can find vacation rentals close to popular sights in Sutton, or you can go with a more remote 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's the top vacation rental that Sutton has to offer?

Lovely Historic Vintage home. Remodeled inside.: This vacation home rental near Sutton is located on a river and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Sutton?

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

What’s a vacation rental in Sutton like?

Vacation rentals are private properties you can book for several days or longer in Sutton. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.