Photo by Nikki Benson

Sutton Holiday Rentals

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Holiday Rentals in Sutton

Property grounds
A 124 year old lake property & you won’t believe it! Great fishing spot!
10.0 out of 10, Exceptional, (6)
"Brought son to play for NCDC Boston Jr Bruins"
A 124 year old lake property & you won’t believe it! Great fishing spot!
Business centre
Residences at Solomon Pond
3.5 star property
8.0 out of 10, Very good, (95)
"A little noisy."
The price is NZ$211
per night
2 Jun - 3 Jun
Residences at Solomon Pond
Exterior
Secluded 2-acre Lake Front Home! Special off-season rates!
9.8 out of 10, Exceptional, (51)
"The property is stunning and just as described - large, clean, beautiful, spacious, and RIGHT on the lake. Heather was super responsive and friendly!"
The price is NZ$1,263
per night
30 May - 31 May
Secluded 2-acre Lake Front Home! Special off-season rates!
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Microwave, stovetop
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
6.0 out of 10, (1)
"Put my and my family of 5 in the wrong room, which they easily changed to a 2x2 as i had rented. Sunday afternoon the "maintence" man let himself in as we are in the room letting our dog outside. He didnt speak much english. Not sure what he was doing but he looked in our electric oven and than left. We didnt feel real safe so when we left we made sure to tske any valubles out and rigged the room to see of people had come in again. "
The price is NZ$258
per night
10 Jun - 11 Jun
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Interior
LUXE Private Estate RESORT POOL & JACCUZI* 4baths* 7beds
LUXE Private Estate RESORT POOL & JACCUZI* 4baths* 7beds
Fridge, microwave, oven, stovetop
Waterfront Pool Sturbridge Village Country Estate
9.8 out of 10, Exceptional, (43)
"We stayed here with our wedding party and it was perfect! The house is well stocked and we were able to have some people over for a welcome dinner. The property and house is stunning and we all had a great time!"
Waterfront Pool Sturbridge Village Country Estate
Smart TV
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
6.0 out of 10, (1)
"Great house Appreciate the efforts to conserve some of the original features of the home with renovations"
The price is NZ$1,660
per night
5 Jun - 6 Jun
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
Property grounds
Leicester Lake Front Home, Come Relax!
10.0 out of 10, Exceptional, (14)
"I would highly recommend this place. It was very clean and looks like it was all recently redone. Beautiful sunsets from the back deck in a quiet location. I would highly recommend."
Leicester Lake Front Home, Come Relax!
Fridge, microwave, oven, stovetop
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (24)
"This property was an exvellent location for my daughter's graduation. "
The price is NZ$435
per night
30 May - 31 May
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Living area
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON
Exterior
The Tree House at Underhill Hollow
10.0 out of 10, Exceptional, (2)
"The tree house stay was so much fun! The treehouse itself was clean, comfortable and very whimsical. The full bathroom was easy to access and very clean. We explored the grounds and competed a treasure hunt where our kids found a gold bar.. and we also found adorable fairy houses hidden throughout the property. The owners were friendly and great with kids. We met the goats, chickens, new puppy, and a baby dragon! We will stay here again when we’re visiting family. Thanks for a great stay. "
The price is NZ$304
per night
3 Jun - 4 Jun
The Tree House at Underhill Hollow
Property grounds
Bucolic Villa: Private Pool, Playground, King Beds
8.6 out of 10, Excellent, (16)
"I booked this listing for a group of friends who traveling through the area to visit the Treehouse Brewery that is 10 minutes away. We wanted a place to relax, enjoy some good food, and take in the area. The house is really charming for an older house. You can tell there has been quite a bit of work done to renovate and that really comes through. However, I found some of the details lacking. You can tell that the cleaning crew that looks after the house missed quite a bit. - Chairs in the...
The price is NZ$1,361
per night
11 Jun - 12 Jun
Bucolic Villa: Private Pool, Playground, King Beds
Property grounds
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
10.0 out of 10, Exceptional, (72)
"A sweet home with amazing views and access to the lake. The hosts thought of all the things we would need and had a well stocked home. There were plenty of towels, dishes, and games to use. There were spaces to relax and enjoy both inside and out. The yard felt very private even though other people were next door. We had eight people in our group and though I wouldn’t describe the house as large, it did not feel small for our group. We had a wonderful time and would definitely return!"
The price is NZ$879
per night
30 May - 31 May
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Exterior
Luxury Home, Pool, fireplace
10.0 out of 10, Exceptional, (20)
"Picked this location because it was on the route from West Point to Gillette stadium. It was an hour closer for our son (and friends) to get here than if we had stayed in Boston and it put him that closer for drive home on Sunday. The house was great and well decorated for Christmas. My wife’s comment was that she felt like we were in a Hallmark movie. The host was very responsive (not that we needed anything). And Army beat Navy! Great weekend."
Luxury Home, Pool, fireplace
Dining
Hidden Lake Chalet w/ fire pit, sauna, trails, directly on lake
10.0 out of 10, Exceptional, (13)
"Beautiful and comfortable lake house property! It was a great get away, looking forward to our next stay."
Hidden Lake Chalet w/ fire pit, sauna, trails, directly on lake
Interior
Tranquil Lake house on Hamilton Reservoir. Sleeps 7 comfortably
8.8 out of 10, Excellent, (9)
"Not really waterfront. The stairs down to the water were covered in moss and leaves, an accident waiting to happen! House was clean and comfortable. Very welcoming. Couch could use a cleaning from previous dogs. Had a lovely stay, and felt comfortable. Close to everything"
Tranquil Lake house on Hamilton Reservoir. Sleeps 7 comfortably
2 bedrooms, free WiFi
Wizard's Roost at Underhill Hollow
The price is NZ$276
per night
30 May - 31 May
Wizard's Roost at Underhill Hollow
Fridge, microwave, oven, stovetop
Famous Estate now Available to bring the highest scale accommodations to guests!
7.4 out of 10, Good, (9)
"Family gathered from several different states for a large wedding event. We all enjoyed being able to be together in one place. The house wasn’t perfectly spotless and stained carpets and too many things on the walls but nothing terrible. It was all easily overlooked because we were all together with lots of room to spread out if needed."
The price is NZ$1,681
per night
2 Jun - 3 Jun
Famous Estate now Available to bring the highest scale accommodations to guests!
Smart TV
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.
9.0 out of 10, Wonderful, (2)
"We came down with myself, my husband, my mother and our 4 children to spend the week with our family down here and explore Boston. The house was beautiful and clean. conveniently it has the washer and drier which helped with our big family and washing our laundry!! kitchen and living spaces were wonderful as well. Location was great for anything we needed! restaurants, mall, target, grocery stores and not too far from Boston. The neighborhood was quiet and cute as is the town! Owner was helpful...
The price is NZ$2,168
per night
30 May - 31 May
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.
Property grounds
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (164)
"Christine was very welcoming and accommodating with our family and group as we celebrated a college graduation, and two birthdays on her beautiful property. Each room has temperature controls, including the primary bath, and our family felt relaxed throughout our stay."
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Don't see what you're looking for?
See all available properties in Sutton
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.

Other types of properties in Sutton you may be interested in

Desk, blackout curtains, free cots/infant beds, free WiFi
Red Roof Inn Sutton
2.0 star property
5.6 out of 10, (323)
"The staff was absolutely the best in the area "
The price is NZ$198
per night
30 May - 31 May
Red Roof Inn Sutton
Exterior
AVIA Residences on Research - Extended Stay
3.0 star property
8.4 out of 10, Very good, (481)
"Everything was good except no reception evening and weekend."
The price is NZ$227
per night
11 Jun - 12 Jun
AVIA Residences on Research - Extended Stay
Courtyard
Wellsworth Hotel
3.0 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful place and great price!"
The price is NZ$211
per night
11 Jun - 12 Jun
Wellsworth Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sutton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sutton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sutton. Seeing all the best attractions is bound to make you fall in love with Sutton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sutton short-term rentals, that won’t be hard to do.

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?

Secluded 2-acre Lake Front Home! Special off-season rates!: This holiday home rental outside of Sutton is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Manchaug Pond and Sutton Falls Reservoir.

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.

Recent reviews of Sutton properties
Expedia verified reviews