Wheelwright Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Holiday Rentals in Wheelwright

Dove Cabin up in the Trees
Exterior

Dove Cabin up in the Trees

9.8 out of 10, Exceptional, (25)
"Great little getaway to decompress. "
The price is HK$1,366
HK$2,003 total
includes taxes & fees
9 Oct - 10 Oct
Dove Cabin up in the Trees
Brimfield Waterfront cottage
Property grounds

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (11)
"The cabin was definitely cozy, the treats were a nice addition, and the kitchen had most of what we needed. Would return next time we plan to be in the area. Gus was great to communicate with! Thank you@"
Brimfield Waterfront cottage
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds

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

10.0 out of 10, Exceptional, (198)
"The property was exactly as described and the Owner was very helpful throughout the process. Definitely will return to this house!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Outdoor dining

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

10.0 out of 10, Exceptional, (4)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Cottage on Partridge Pond
Interior

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (24)
"Nicely appointed with pretty view. "
Cottage on Partridge Pond
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Exterior

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

10.0 out of 10, Exceptional, (13)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
The price is HK$2,367
HK$4,748 total
includes taxes & fees
20 Oct - 21 Oct
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Fridge, microwave, oven, stovetop

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

2.0 star property
10.0 out of 10, Exceptional, (20)
"Great space to hang out with family while in town. "
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Apartment in town center #1
Terrace/patio

Apartment in town center #1

8.6 out of 10, Excellent, (24)
"Clean place and was well suited for what we needed"
The price is HK$560
HK$2,278 total
includes taxes & fees
13 Oct - 14 Oct
Apartment in town center #1
Spacious 4-bedroom with four and half bathrooms
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (4)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
The price is HK$2,140
HK$4,000 total
includes taxes & fees
19 Oct - 20 Oct
Spacious 4-bedroom with four and half bathrooms
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Exterior

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

10.0 out of 10, Exceptional, (23)
"We came “ home” to attend our granddaughter’s graduation. We rented the house to be close to our kids and grandkids. It was a perfect spot for family get together. The kids brought their kayaks and we used the ones provided. Very peaceful stay. Would rent again. "
The price is HK$2,335
HK$4,815 total
includes taxes & fees
9 Oct - 10 Oct
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Spacious Massachusetts Apartment #2
Exterior

Spacious Massachusetts Apartment #2

9.0 out of 10, Wonderful, (27)
"The apartment was very clean. It’s cozy, but had enough room for my family of 4. The house it’s a classic older New England home. It’s in the downtown part of a small cute town. Overall it was a really good experience!"
The price is HK$623
HK$2,339 total
includes taxes & fees
9 Oct - 10 Oct
Spacious Massachusetts Apartment #2
Newly Built Barn Loft in Pioneer Valley
Smart TV, books, stereo

Newly Built Barn Loft in Pioneer Valley

2.0 star property
9.4 out of 10, Exceptional, (19)
"cute little place! host was very responsive"
The price is HK$1,226
HK$1,633 total
includes taxes & fees
13 Oct - 14 Oct
Newly Built Barn Loft in Pioneer Valley
Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC
Exterior

Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

10.0 out of 10, Exceptional, (11)
"We had the most amazing time at Gail’s place. It was even more special, more beautiful, cozy and welcoming than the pictures or descriptions could capture. It is a home, in the very best of ways. Especially in early Spring volatile weather, when it was perfect to be cozy inside, cook, play games, rest. The beds were all comfortable, as was the seating, the space. Kitchen stocked, bathrooms abundant, and everything exceptionally clean. I almost recommended coming when the weather is bad, to take...
Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC
Luxury Home, Pool, fireplace
Exterior

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"A truly beautiful place with the most gorgeous pool and landscaping. We will be back for sure!"
Luxury Home, Pool, fireplace
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Terrace/patio

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

9.8 out of 10, Exceptional, (87)
"We rented this property because our was getting married in Sturbridge and we wanted a place for the groomsmen to gather and get ready but also where we could spend the night. The location was awesome! ( can’t wait to see pictures) and the host was friendly and quick to respond. We enjoyed it so much that we are already talking about returning for a relaxing visit!!"
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Spacious & Clean 3BR APT near Clark University
Fridge, microwave, oven, stovetop

Spacious & Clean 3BR APT near Clark University

"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"
The price is HK$2,140
HK$3,162 total
includes taxes & fees
13 Oct - 14 Oct
Spacious & Clean 3BR APT near Clark University
Trainmaster's Inn - Caboose
Private kitchen

Trainmaster's Inn - Caboose

9.6 out of 10, Exceptional, (8)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
The price is HK$1,167
HK$2,509 total
includes taxes & fees
20 Oct - 21 Oct
Trainmaster's Inn - Caboose
1 Mi to Downtown & Palladium: Worcester Getaway!
Interior

1 Mi to Downtown & Palladium: Worcester Getaway!

3.0 star property
1 Mi to Downtown & Palladium: Worcester Getaway!
Beautiful Renovated Townhome w/parking
Exterior detail

Beautiful Renovated Townhome w/parking

9.6 out of 10, Exceptional, (17)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking
Indian Lake House
Property grounds

Indian Lake House

6.6 out of 10, (4)
"My stay was cozy! Loved the character."
Indian Lake House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wheelwright Hotel Reviews

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Pet friendly"
Laurel 1-night trip
Posted 15 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Wheelwright

Find out more about Wheelwright

Search for holiday rentals in Wheelwright on Expedia! You can easily find your home rentals, villas, holiday apartments in Wheelwright using one of the methods below:

  • View our selection of featured holiday rentals in Wheelwright
  • Use the map to find apartments and other holiday homes in the Wheelwright neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wheelwright while they last

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?

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore: This holiday home rental outside of Wheelwright is located on a lake, and has a patio, a private garden and a BBQ 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 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 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.