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Sutton Holiday Rentals

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Holiday Rentals in Sutton

A 125 year old lake property & you won’t believe it! Great fishing spot!

9.6 out of 10, Exceptional, (19)
"The h9mw, grounds and lake were perfect for all ages to enjoy visiting and playing together."
A 125 year old lake property & you won’t believe it! Great fishing spot!

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (191)
"I really enjoy staying here, the staff is amazingly polite and will try and do their best to make your experience exceptional. "
Residences at Solomon Pond

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (27)
"Great stay and the tree house was amazing. We loved walking the trails and finding all the fairy houses and interacting with the animals! "
The price is AU$272
includes taxes & fees
25 Aug - 26 Aug
The Tree House at Underhill Hollow

Dove Cabin up in the Trees

9.8 out of 10, Exceptional, (19)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is AU$405
includes taxes & fees
24 Aug - 25 Aug
Dove Cabin up in the Trees

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace

Lovely Historic Vintage home. Remodeled inside.

9.2 out of 10, Wonderful, (33)
"Great accomodations"
The price is AU$741
includes taxes & fees
25 Aug - 26 Aug
Lovely Historic Vintage home. Remodeled inside.

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (110)
"It was a lovely cottage with beautiful views "
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Webster Lake - One Home -Two Apartments

10.0 out of 10, Exceptional, (15)
"The house was better than we expected. We had a 16month old and there was a brand new pack and play for us to use. The house was clean, organized and ready for our family. We had 9 adults and 1 toddler and there was plenty of room to accommodate us all. The owners were VERY responsive to all our inquiries. We would definitely recommend this property!"
Webster Lake - One Home -Two Apartments

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

9.8 out of 10, Exceptional, (87)
"We enjoyed our stay. As a family of cooks the kitchen was very small and this was a bit of a challenge. It is a very relaxing cottage and we enjoyed the water even if it was a bit cold as our time was in April. I would certainly return to this rental. It is very clean and the sun room was wonderful."
The price is AU$942
includes taxes & fees
28 Aug - 29 Aug
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (17)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Secluded 2-Acre Lakefront Home! Book Your Getaway!

9.8 out of 10, Exceptional, (72)
"We enjoyed our stay, especially sitting on the deck and listening to the birds. We would definitely love to return again sometime."
The price is AU$1,248
includes taxes & fees
22 Sept - 23 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (14)
"My kids loved all the "magic"(even the grumpy teenager thought it was cool) loved meeting the goats/sheep. We especially loved meeting the farm dog!"
The price is AU$245
includes taxes & fees
3 Sept - 4 Sept
Wizard's Roost at Underhill Hollow

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is AU$904
includes taxes & fees
22 Sept - 23 Sept
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (56)
"The house was spacious and was beautifully furnished. The grounds were amazing with many places to hang out and enjoy nature. The host was very helpful and responsive."
Impressive Unique Waterfront Pool Resort Country Estate

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (2)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is AU$800
includes taxes & fees
3 Sept - 4 Sept
Spacious 4-bedroom with four and half bathrooms

Indian Lake House

6.6 out of 10, (4)
"My stay was cozy! Loved the character."
Indian Lake House

Charming single family Cottage w fenced in yard, pet friendly, fenced yard

2.0 star property
10.0 out of 10, Exceptional, (14)
"Beautiful little getaway! Pet friendly and very accommodating. Thank you!"
The price is AU$303
includes taxes & fees
21 Sept - 22 Sept
Charming single family Cottage w fenced in yard, pet friendly, fenced yard

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (191)
"Wonderful lakefront property close to Worcester, Brimfield and Sturbridge. The home was perfect for a family tip for a Holy Cross graduation. Christine was the perfect host, she was easy to communicate with and very responsive. Her kindness and attention to detail made us feel right at home! We would definitely return."
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Lakefront Getaway-Hot Tub + Kayaks + Paddleboards

2.0 star property
10.0 out of 10, Exceptional, (1)
"I truly can’t say enough good things about my stay. The house is exactly like the pictures but somehow even better in person. Everything was so clean and the check in/check out process was very easy. Sarah was so quick with communicating back and had the house stacked with everything you could imagine from plenty of pillows, blankets, tooth brushes etc. The views were beautiful and my dog loved how much space she had to herself. The neighbors are also so friendly and wave when you walk by! So...
Lakefront Getaway-Hot Tub + Kayaks + Paddleboards
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

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 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.