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Wheelwright Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Wheelwright vacation rentals

A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

1. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is AED 473
AED 892 total
includes taxes & fees
28 Oct - 29 Oct
Serene 1-bedroom suite on 75 acre horse property
A grassy outdoor area with a hammock, chairs, and a stone wall.

2. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (27 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is AED 680
AED 811 total
includes taxes & fees
3 Nov - 4 Nov
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

3. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (38 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
The price is AED 579
AED 778 total
includes taxes & fees
18 Oct - 19 Oct
Newly Built Barn Loft in Pioneer Valley
The Cottage is nestled next to the historic Sagendorph Mansion.

4. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is AED 757
AED 861 total
includes taxes & fees
18 Oct - 19 Oct
Cottage by the Castle – Downtown Spencer
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

5. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
The price is AED 551
AED 1,169 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

6. Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (37 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is AED 826
AED 1,886 total
includes taxes & fees
22 Oct - 23 Oct
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A house with a stone wall and a dock extending into a calm body of water.

7. Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (42 reviews)
"Very clean and tidy!Tyler was great - even accommodated last minute to add our dogs to the booking!Would definitely stay again!"
United States
Christina C.
The price is AED 441
AED 1,455 total
includes taxes & fees
18 Oct - 19 Oct
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

8. 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 AED 588
AED 950 total
includes taxes & fees
17 Oct - 18 Oct
Angel Sky Challenge
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

9. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.4 out of 10, Exceptional, (11 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is AED 641
AED 811 total
includes taxes & fees
20 Oct - 21 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

10. 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
8.8 out of 10, Excellent, (3 reviews)
"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...
United States
Elyse D.
The price is AED 535
AED 1,306 total
includes taxes & fees
15 Nov - 16 Nov
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Living area

11. 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 AED 781
AED 1,721 total
includes taxes & fees
18 Oct - 19 Oct
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A two-story residential building with a front porch, a satellite dish, and a small front yard.

12. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is AED 922
AED 2,060 total
includes taxes & fees
21 Oct - 22 Oct
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

13. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (2 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is AED 1,377
AED 2,073 total
includes taxes & fees
1 Nov - 2 Nov
4-bedroom house in nice Holden with WiFi, AC
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

14. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Very clean and readily met the needs of our family of 7 traveling on vacation from Washington DC to Maine. Would stay again."
United States
Jim O.
The price is AED 1,010
AED 1,875 total
includes taxes & fees
18 Oct - 19 Oct
Spacious 4-bedroom with four and half bathrooms
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

15. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (24 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
The price is AED 1,010
AED 2,967 total
includes taxes & fees
18 Oct - 19 Oct
Lake House in Sturbridge w/All the Views!
A hotel with a central building, outdoor seating area, and a covered patio.

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

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveler
The price is AED 1,010
AED 1,965 total
includes taxes & fees
2 Nov - 3 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Private kitchen

17. Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3

Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Plenty of space for the 7 of us that stayed, could have easily had 4 more. Recently refinished, so I think Jenny is still getting it all well stocked with kitchen wares. Only down side was window unit AC, which was a bit noisy when trying to watch TV (or for delicate sleepers)"
United States
Andrew O.
The price is AED 743
AED 1,670 total
includes taxes & fees
18 Oct - 19 Oct
Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

18. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (39 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
The price is AED 3,636
AED 6,515 total
includes taxes & fees
19 Oct - 20 Oct
Sleeps 15 • Pool • Retreat
A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

19. Spacious 5-bedroom home with three full bathrooms in charming Worcester location

Spacious 5-bedroom home with three full bathrooms in charming Worcester location
Worcester
The price is AED 1,322
AED 1,820 total
includes taxes & fees
27 Oct - 28 Oct
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
A lakeside residential area with houses along the water's edge, a dock, and a boat.

20. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
Shutesbury
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time at the house. Perfect for family and young kids. Very clean. View of lake and bald eagles! were amazing. Host was very responsive and provided a lot of extra info on location places to eat, events, etc. Would definitely stay again."
United States
Tara I.
The price is AED 1,576
AED 2,872 total
includes taxes & fees
1 Nov - 2 Nov
3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
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 Wheelwright Hotel Reviews

La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

8/10 Good
"Breakfast was good. Somehow first place in New England with bacon for breakfast at a hotel so congrats on that! Got incorrect room when I arrived. Should have been king deluxe but somehow expedia had sent for it to be a normal king room. I needed the sofa bed but normal king does not have sofa. He was able to move me to a double queen so no big deal really. Just an odd situation. Water in shower was luke warm at best. Better then a cold shower for sure but could look in to it."
Raymond 1-night trip
Posted 12 hours ago
La Quinta Inn by Wyndham Auburn Worcester

Frequently asked questions

Can I find a vacation rental in Wheelwright?

Yes, there are vacation rentals near popular points of interest in Wheelwright, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental that Wheelwright has to offer?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: Visitors like this Wheelwright vacation home rental. It is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Wheelwright?

While exploring the area, visit family-friendly sights like Wilton s Children Store, or get outside and enjoy nature at Rock House Reservation. In the larger area, you’ll find Barre Historical Society and Hardwick Vineyard and Winery.

What are vacation rentals like in Wheelwright?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Wheelwright. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.