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Wheelwright Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Wheelwright holiday rentals

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$1,254
HK$2,027 total
includes taxes & fees
16 Jun - 17 Jun
Angel Sky Challenge
Interior

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is HK$1,175
HK$2,713 total
includes taxes & fees
16 Jun - 17 Jun
Trainmaster's Inn - Caboose
Smart TV

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, (29 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is HK$1,959
HK$4,263 total
includes taxes & fees
30 Jun - 1 Jul
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Property grounds

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, (14 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 HK$1,410
HK$1,681 total
includes taxes & fees
17 Jun - 18 Jun
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior

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, (37 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is HK$1,959
HK$4,358 total
includes taxes & fees
18 Jun - 19 Jun
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Outdoor dining

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, (28 reviews)
"We had a lovely weekend, it was quiet, private and watching the horses in the pasture was wonderful. We would definitely stay again. "
United States
Kim G.
The price is HK$1,034
HK$1,930 total
includes taxes & fees
17 Jun - 18 Jun
Serene 1-bedroom suite on 75 acre horse property
Interior

1 Mi to Downtown & Palladium: Worcester Getaway!

1 Mi to Downtown & Palladium: Worcester Getaway!
3.0 star property
Worcester
10.0 out of 10, Exceptional, (1 review)
"The place was amazing, just needed a few updates and repairs, but nothing that made our stay bad or inconvenient. "
United States
Michelle
The price is HK$1,262
HK$3,830 total
includes taxes & fees
20 Jun - 21 Jun
1 Mi to Downtown & Palladium: Worcester Getaway!
Smart TV, books, stereo

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (28 reviews)
"The place was really nice! Very clean and well decorated. We had a great short stay and would definitely book it again in the future."
United States
Emily O.
The price is HK$1,234
HK$1,661 total
includes taxes & fees
16 Jun - 17 Jun
Newly Built Barn Loft in Pioneer Valley
Interior

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,591
HK$2,993 total
includes taxes & fees
16 Jun - 17 Jun
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Property grounds

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
9.2 out of 10, Wonderful, (5 reviews)
"This is a nice place for solo travelers or a small family with kids. The kid’s bedroom has tons of games and is themed nicely. The backyard is huge but unfenced and the property is off of a busy road. Th house itself was clean and the host offered a variety of things such as slippers for the whole family, house shoes, and bath things for everyone. The house does not have a tv but the wifi works well. "
United States
Chantay-Rose
The price is HK$1,598
HK$1,996 total
includes taxes & fees
16 Jun - 17 Jun
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
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, (1 review)
"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$1,755
HK$3,462 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (12 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is HK$2,155
HK$3,991 total
includes taxes & fees
17 Jun - 18 Jun
Spacious 4-bedroom with four and half bathrooms
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is HK$2,938
HK$4,431 total
includes taxes & fees
25 Jun - 26 Jun
4-bedroom house in nice Holden with WiFi, AC
Smart TV

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, (4 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is HK$1,838
HK$3,906 total
includes taxes & fees
22 Jun - 23 Jun
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
TV, fireplace

Sleeps 15 • Pool • World Cup 2026 • Retreat

Sleeps 15 • Pool • World Cup 2026 • Retreat
Brimfield
10.0 out of 10, Exceptional, (34 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is HK$7,757
HK$13,899 total
includes taxes & fees
19 Jun - 20 Jun
Sleeps 15 • Pool • World Cup 2026 • Retreat
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)
The price is HK$1,499
HK$3,266 total
includes taxes & fees
24 Jun - 25 Jun
Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1
Fridge, microwave, stovetop, coffee/tea maker

Renovated 4BR Worcester Home • Pet-Friendly near I-290 & Parks 16-1

Renovated 4BR Worcester Home • Pet-Friendly near I-290 & Parks 16-1
Worcester
9.4 out of 10, Exceptional, (3 reviews)
"House was clean, modern, and family friendly. It met the needs for our family gathering of 10. We had space for fun/games and gathering for meals. The area was quiet. Easy to fet to downtown Worcester , highways, and restaurants."
United States
Abby M.
The price is HK$1,412
HK$3,338 total
includes taxes & fees
17 Jun - 18 Jun
Renovated 4BR Worcester Home • Pet-Friendly near I-290 & Parks 16-1
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
"The room was fine. It was clean and had a larger fridge and even a microwave. They were currently doing renovations. The young lady at the front desk was excellent! Very friendly and accommodating."
Michael and Kimberly 2-night trip
Posted 8 hours ago
La Quinta Inn by Wyndham Auburn Worcester

Find out more about Wheelwright

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

Frequently asked questions

Can I find a holiday rental in Wheelwright?

Yes, there are holiday rentals close to the most popular sights in Wheelwright, or you can select a more secluded option if you're looking for a relaxing stay.

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Wheelwright is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Barre Common District. In the wider area, you’ll find Hardwick Vineyard and Winery and Rock House Reservation.

What are holiday rentals like in Wheelwright?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wheelwright. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.