Wheelwright Holiday Rentals

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Holiday Rentals in Wheelwright

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

9.4 out of 10, Exceptional, (16)
"Place was pristine, great location on the lake. Beautiful scenery with the mountains, used the kayaks to get around the lake and catch some fish! My son and i caught pickerel, perch, bass, crappies, and pumkinseeds. Quick drive from Boston @ a little over a hour."
The price is AU$480
includes taxes & fees
2 Dec - 3 Dec
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

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

10.0 out of 10, Exceptional, (12)
"We had a great time. The house was very nice and clean. The lake was really lovely for boating and swimming."
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Cozy 2-Floor Apartment with Garage Access

9.4 out of 10, Exceptional, (16)
"The property was in good condition and owner communicated well in advance. Only issue is the bed is small for two and pillows need to be upgraded."
Cozy 2-Floor Apartment with Garage Access

Leicester Lake Front Home, Come Relax!

10.0 out of 10, Exceptional, (23)
"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!

Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!

9.8 out of 10, Exceptional, (85)
"Home was clean and comfortable. My extended family and I stayed two nights for a wedding in the area and a good time was had by all. No complaints with the accommodations and the hosts communicated well."
Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!

Spacious Massachusetts Apartment #2

9.4 out of 10, Exceptional, (15)
"using me to have to wash it before returning it to the Hertz office. Definitely would stay there again when traveling to visit my sisters."
Spacious Massachusetts Apartment #2

Fall Villa near Treehouse Brewery & Amazon Warehouse with King Beds

8.4 out of 10, Very good, (21)
"It was nice. Not really waterfront. Pool was nice on a hot day. FYI- Google maps took us to the wrong house. Glad the neighbor didn't mind us at the door at 10 p.m. Plenty of room for family gathering."
The price is AU$1,301
includes taxes & fees
11 Dec - 12 Dec
Fall Villa near Treehouse Brewery & Amazon Warehouse with King Beds

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (23)
"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

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

10.0 out of 10, Exceptional, (82)
"This was a perfect location for our girls-get-away trip to Brimfield. This home sits right on Cedar Lake and the views are absolutely amazing. A very quiet neighborhood. It was so peaceful sitting outside watching the wildlife. Jamie was quick to respond and very gracious. "
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Fall Lake Cottage near Treehouse Brewery & Amazon Warehouse with King Beds

9.0 out of 10, Wonderful, (8)
"We loved this cottage! It's right on Glen Echo Lake in Charlton, perfect for a romantic getaway. The cottage was spacious and the king sized bed was wonderfully comfortable. The bathroom has two sinks and two shower heads. The furniture was all comfortable and clean. There's a smart TV so you can get all your streaming services and YouTube. The living room couch power reclines and is dangerously comfortable. Everything looked new and modern. The kitchen comes with all the essentials: pots and...
Fall Lake Cottage near Treehouse Brewery & Amazon Warehouse with King Beds

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (16)
"Lovely home with a small dock in a large pond! Kayaks in the back yard. Beautiful looking out to the pond. Very comfortable home. Hosts are very responsive. We would definitely stay here again. Nice job!"
Cottage on Partridge Pond

Quiet and Cozy Campground Cabin near the lake

9.4 out of 10, Exceptional, (3)
"Cute and cozy cabin with friendly staff, close to everything"
Quiet and Cozy Campground Cabin near the lake

Lake House in Sturbridge w/All the Views!

9.8 out of 10, Exceptional, (6)
"We had a great time in Sturbridge. Can't beat the location of this house - it's absolutely beautiful, and very close to Old Sturbridge Village and a cute coffee shop we frequented during the long weekend. Everything was nice and clean, the hot tub was great, and it was easy to check in. The beds are comfortable and it was nice to not have to worry about the linens upon checkout. The host replied super promptly when we had questions about the location of trash/recycling bins, and when there was...
The price is AU$1,444
includes taxes & fees
2 Dec - 3 Dec
Lake House in Sturbridge w/All the Views!

Trainmaster's Inn - Caboose

9.4 out of 10, Exceptional, (3)
"Husband is a railfan he was at the tracks several times a day"
The price is AU$495
includes taxes & fees
1 Dec - 2 Dec
Trainmaster's Inn - Caboose

5 bedrooms Home away from Home

10.0 out of 10, Exceptional, (8)
"Everyone loves it "
5 bedrooms Home away from Home

Full family home 200 ft from the lake shore. Dog friendly!

10.0 out of 10, Exceptional, (5)
"Great location for our family visit. Property was very clean. Host very responsive. The beautiful sunrises over the lake were an additional bonus!"
The price is AU$956
includes taxes & fees
15 Dec - 16 Dec
Full family home 200 ft from the lake shore. Dog friendly!

Sun-Dappled Retreat - Walk to Wickaboag Lake!

10.0 out of 10, Exceptional, (15)
"There was plenty of room for 5 adults and 1 under 18. We were having a retreat with all of our graduated children and their sister. Everything was beautiful and the home was cozy! "
Sun-Dappled Retreat - Walk to Wickaboag Lake!

completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (180)
"Overall a wonderful stay. This is a duplex and the owner lives next door. Nice neighborhood and beautiful view"
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

Relaxing Retreat

9.8 out of 10, Exceptional, (24)
"Very nice place to stay. We enjoyed the games available in the closet. The grandson enjoyed the weight and treadmill area. "
Relaxing Retreat

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (11)
"We really enjoyed our stay at this property and would recommend it to anyone traveling to Worcester"
Beautiful Renovated Townhome w/parking
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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Other types of properties in Wheelwright you may be interested in

Comfort Inn Auburn - Worcester

2.5 star property
7.6 out of 10, Good, (745)
"Room are spacious "
The price is AU$159
includes taxes & fees
16 Dec - 17 Dec
Comfort Inn Auburn - Worcester

Hilton Garden Inn Worcester

3.0 star property
8.0 out of 10, Very good, (1101)
"Very clean and good breakfast "
The price is AU$223
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Worcester

AC Hotel by Marriott Worcester

3.5 star property
9.2 out of 10, Wonderful, (1108)
"Breakfast could be better "
The price is AU$238
includes taxes & fees
20 Dec - 21 Dec
AC Hotel by Marriott Worcester
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower: This holiday home rental outside of Wheelwright is located on a lake, and has a fireplace, a patio 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. 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 North Common Meadow, or get outside and enjoy nature at Barre Common District. In the wider area, you’ll find Barre Historical Society and Hardwick Vineyard and Winery.

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.