Wheelwright Vacation Rentals

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Wheelwright

Dove Cabin up in the Trees

10.0 out of 10, Exceptional, (17)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
$246 nightly
The price is $259
Aug 6 - Aug 7
Total includes taxes and fees
Dove Cabin up in the Trees

Serene 1-bedroom suite on 65 acre horse property

10.0 out of 10, Exceptional, (20)
"We booked Brent and Claire’s property for a small getaway for our daughter’s second birthday, and it was perfect! Very spacious, clean, comfy bed, and we appreciated the fully stocked kitchen as well as the games in the unit. The horses were a very unique bonus! We definitely recommend this stay!"
$231 nightly
The price is $244
Aug 13 - Aug 14
Total includes taxes and fees
Serene 1-bedroom suite on 65 acre horse property

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (9)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (1)
"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."
$446 nightly
The price is $510
Aug 10 - Aug 11
Total includes taxes and fees
Spacious 4-bedroom with four and half bathrooms

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

10.0 out of 10, Exceptional, (1)
"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!

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (15)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking

Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

9.4 out of 10, Exceptional, (28)
"Very Large home with well equipped kitchen. Beds were all very comfortable. Host was very attentive to our needs and questions during our stay."
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

3 Bed / 1.5 Bath Townhome

9.2 out of 10, Wonderful, (16)
"You will hear a little road noice but other then that it was perfect! Extremely clean and a great location. Highly recommend "
3 Bed / 1.5 Bath Townhome

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

10.0 out of 10, Exceptional, (190)
"This was our third time staying, and definately won’t be our last!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

9.8 out of 10, Exceptional, (87)
"My family stayed here while in town for a family wedding. The house was very spacious and well stocked. Location was convenient for our events in Westminster. "
Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

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

10.0 out of 10, Exceptional, (20)
"Kathleen was an amazing host and the property exceeded our expectations. The kids loved the bunk room and loft and the surrounding area provided something for all interests. We will definitely be planning another stay. "
$500 nightly
The price is $549
Aug 26 - Aug 27
Total includes taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Leicester Lake Front Home, Come Relax!

10.0 out of 10, Exceptional, (26)
"Great family time and comfortable house to spend time with family during a visit to see our daughter at Holy Cross! "
Leicester Lake Front Home, Come Relax!

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."
$546 nightly
The price is $577
Aug 18 - Aug 19
Total includes taxes and fees
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Newly Built Barn Loft in Pioneer Valley

2.0 star property
9.4 out of 10, Exceptional, (14)
"This was a sweet place to stay while we were in the area for a graduation. It is a beautiful little apartment with everything we needed, cozy and quiet, and Lucienne’s communications were clear and welcoming!"
$200 nightly
The price is $211
Aug 6 - Aug 7
Total includes taxes and fees
Newly Built Barn Loft in Pioneer Valley

Close to Colleges: Worcester Apt w/ Lake Access!

3.0 star property
8.0 out of 10, Very Good, (1)
"Cozy place. Noises from upstairs in the middle of the night. "
Close to Colleges: Worcester Apt w/ Lake Access!

Spacious & Clean 3BR APT near Clark University

$361 nightly
The price is $413
Aug 6 - Aug 7
Total includes taxes and fees
Spacious & Clean 3BR APT near Clark University

Lakefront Cottage 2 Mi to Palladium in Worcester!

10.0 out of 10, Exceptional, (3)
"The space was clean and welcoming, very comfortable. The location was excellent for my son's week at WPI. "
Lakefront Cottage 2 Mi to Palladium in Worcester!

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (28)
"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

Spacious Massachusetts Apartment #2

9.0 out of 10, Wonderful, (23)
"Its a beautiful spatious apartment! My family and I enjoyed it to the fullest! The Host was excellent for helping and understanding of needing an extrntion!! Will book a stay again 100%"
Spacious Massachusetts Apartment #2

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

2.0 star property
10.0 out of 10, Exceptional, (16)
"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
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wheelwright Hotel Reviews

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?

Lakefront Cottage 2 Mi to Palladium in Worcester!: Visitors like this Wheelwright vacation home rental. It is located on a lake and has a patio, 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 Hardwick Vineyard and Winery and Swift River Reservation.

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.