Wheelwright Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Wheelwright

Dove Cabin up in the Trees
Exterior

Dove Cabin up in the Trees

9.8 out of 10, Exceptional, (24)
"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$393
includes taxes & fees
4 Oct - 5 Oct
Dove Cabin up in the Trees
Brimfield Waterfront cottage
Property grounds

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (10)
"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, (3)
"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
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
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 AU$996
includes taxes & fees
20 Oct - 21 Oct
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
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 AU$447
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 AU$780
includes taxes & fees
11 Oct - 12 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, (22)
"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. "
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, (26)
"Cute apartment"
The price is AU$468
includes taxes & fees
13 Oct - 14 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, (18)
"Small but well maintained, clean, well stocked & nic"
The price is AU$322
includes taxes & fees
5 Oct - 6 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, (10)
"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
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 AU$620
includes taxes & fees
6 Oct - 7 Oct
Spacious & Clean 3BR APT near Clark University
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!
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 AU$501
includes taxes & fees
7 Oct - 8 Oct
Trainmaster's Inn - Caboose
1 Mi to Downtown & Palladium: Worcester Getaway!
Apartment (3 Bedrooms) | 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.
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Top Wheelwright Hotel Reviews

Scottish Inn Sturbridge

Scottish Inn Sturbridge

10/10 Excellent
"I use this hotel for my trips to and from Maine to NJ. Always a good sleep, ease of access to highway and friendly staff. Clean rooms with comfortable beds. "
Ronald 1-night trip
Posted 2 days ago
Scottish Inn Sturbridge

Find out more about Wheelwright

Find out more about Wheelwright

Everything you need to know about Wheelwright holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wheelwright holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wheelwright holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wheelwright holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wheelwright. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wheelwright holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wheelwright holiday rentals we have selected for you start as low as AU$322 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wheelwright rentals

At Expedia, we put the best Wheelwright holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wheelwright rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wheelwright holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wheelwright. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Spacious 4-bedroom house in charming Worcester with AC, WiFi: This holiday home rental outside of Wheelwright offers a patio, a garden and air conditioning to help you feel perfectly comfortable 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 1 hot tub.

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.