Wheelwright Holiday Rentals

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Holiday Rentals in Wheelwright

Cozy 2-Floor Apartment with Garage Access
9.6 out of 10, Exceptional, (8)
"The place was cozy and comfortable and communication with the host was smooth! Would stay again!"
Cozy 2-Floor Apartment with Garage Access
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (166)
"Great owner, clean house, everything worked, very enjoyable stay!"
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
9.8 out of 10, Exceptional, (10)
"We had a great time at the cottage and were pleasantly surprised at the quaintness of the pond and surrounding community. Wonderful stay overall! We skied Wachusett. Which was 5 min drive and Wachusett Brewery was amazing! We recommend checking the sauna hookup first and more adult sized towels! Everything else was lovely!"
The price is NZ$1,627
per night
23 Jun - 24 Jun
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Full family home 200 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (1)
"Loved the lake house! Would stay again."
The price is NZ$949
per night
7 Jul - 8 Jul
Full family home 200 ft from the lake shore. Dog friendly!
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
9.0 out of 10, Wonderful, (22)
"The property was exactly as advertised and a great place to relax and spend time with family."
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
Beautiful Renovated Townhome w/parking
9.4 out of 10, Exceptional, (10)
"We really enjoyed our stay at this property and would recommend it to anyone traveling to Worcester"
Beautiful Renovated Townhome w/parking
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
9.8 out of 10, Exceptional, (78)
"We had a great get-away down to Wachusett Mountain with our two famlies, lots of room for everyone and very comfortable and close to the ski area and restaurants/groceries. Thank you!"
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
Spacious Massachusetts Apartment #2
9.2 out of 10, Wonderful, (7)
"When I needed to communicate everything was explained to me. The place was very clean. Every thing was exactly as it was listed"
Spacious Massachusetts Apartment #2
Relaxing Retreat
9.8 out of 10, Exceptional, (18)
"It was a pleasant stay"
Relaxing Retreat
Welcome to your dream lake getaway! Divine views of 150 feet lakefront bliss!
10.0 out of 10, Exceptional, (60)
"Place was perfect for the 4 of us in town for a wedding. All new finishes and furnishings. Not one thing lacking. Want to come back in the summer."
Welcome to your dream lake getaway! Divine views of 150 feet lakefront bliss!
Leicester Lake Front Home, Come Relax!
10.0 out of 10, Exceptional, (14)
"Great view. Enjoyed the property. Perfect for seven of us!"
The price is NZ$3,641
per night
6 Jul - 7 Jul
Leicester Lake Front Home, Come Relax!
Summer Lake Cottage With Kayaks
10.0 out of 10, Exceptional, (3)
"I loved staying here and would do so again in the better warmer weather!!!"
The price is NZ$679
per night
1 Jul - 2 Jul
Summer Lake Cottage With Kayaks
Quiet and Cozy Campground Cabin near the lake
10.0 out of 10, Exceptional, (1)
"The cabin at Quinebaug Cove was exactly what I was looking for. Clean, quiet, and a helpful staff at the lodge. The cabin was very comfortable and hits that sweet spot just a little bit fancier than ol’ fashioned tent camping. I will definitely be keeping this place in mind for future weekend trips."
The price is NZ$294
per night
26 Jun - 27 Jun
Quiet and Cozy Campground Cabin near the lake
Lake House in Sturbridge w/All the Views!
10.0 out of 10, Exceptional, (1)
"Last minute trip to the area so we knew we would be arriving after dark. Packed a flash light just in case we needed to find our way to the door. Not needed! The arrival at this property was beautifully designed and executed. A few lights were left on that lit our way right to the front door. From there, it just got better and better. Each room was immaculate and decorated with comfort in mind. Then we made our way to the backyard area that was impressive. It has everything you need to play and...
The price is NZ$1,852
per night
16 Jun - 17 Jun
Lake House in Sturbridge w/All the Views!
Bucolic Villa: Private Pool, Playground, King Beds
8.6 out of 10, Excellent, (17)
"I booked this listing for a group of friends who traveling through the area to visit the Treehouse Brewery that is 10 minutes away. We wanted a place to relax, enjoy some good food, and take in the area. The house is really charming for an older house. You can tell there has been quite a bit of work done to renovate and that really comes through. However, I found some of the details lacking. You can tell that the cleaning crew that looks after the house missed quite a bit. - Chairs in the...
The price is NZ$1,349
per night
8 Jul - 9 Jul
Bucolic Villa: Private Pool, Playground, King Beds
Home away from Home
10.0 out of 10, Exceptional, (3)
"Smooth and easy"
The price is NZ$894
per night
16 Jun - 17 Jun
Home away from Home
Luxury Home, Pool, fireplace
10.0 out of 10, Exceptional, (20)
"Picked this location because it was on the route from West Point to Gillette stadium. It was an hour closer for our son (and friends) to get here than if we had stayed in Boston and it put him that closer for drive home on Sunday. The house was great and well decorated for Christmas. My wife’s comment was that she felt like we were in a Hallmark movie. The host was very responsive (not that we needed anything). And Army beat Navy! Great weekend."
Luxury Home, Pool, fireplace
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
10.0 out of 10, Exceptional, (8)
"Beautiful home in a beautiful area. Home was spacious, comfortable and well furnished. Played golf at a course nearby and visited a terrific brewery--both within a few miles of the home. Outdoor area was useful and private. Plenty of parking."
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Worcester Home on Indian Lake w/ Shared Boat Dock!
10.0 out of 10, Exceptional, (1)
"Clean and comfy, communication with property manager was quick and informative. Nice lake to relax."
Worcester Home on Indian Lake w/ Shared Boat Dock!
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
10.0 out of 10, Exceptional, (74)
"My family and I really enjoyed our stay. The place was exactly what we were looking for. A beautiful house directly on the water with great views from every room. The fishing was great. The swimming from the dock was great fun. The host was fantastic in answering all our questions. I can't wait to go back!"
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Don't see what you're looking for?
See all available properties in Wheelwright
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.

Other types of properties in Wheelwright you may be interested in

Sturbridge Host Hotel & Conference Center
3.0 star property
6.4 out of 10, (1002)
"Great place "
The price is NZ$211
per night
16 Jun - 17 Jun
Sturbridge Host Hotel & Conference Center
Publick House Historic Inn and Country Motor Lodge
2.5 star property
8.6 out of 10, Excellent, (1091)
"The property is spread out with several buildings. Most buildings are at least 2 football fields away from the main building and dining area"
The price is NZ$161
per night
24 Jun - 25 Jun
Publick House Historic Inn and Country Motor Lodge
Hilton Garden Inn Worcester
3.0 star property
8.0 out of 10, Very good, (1003)
"The staff was friendly and helpful. Parking is in a garage across the street, $12, get the info at front desk. Breakfast buffet $17, we passed on that, the room was already $200 for 1 night. Hot tub is small. Gap between mattress and headboard was annoying, pillows kept sliding in between. Saw other reviews others had same experience."
The price is NZ$268
per night
1 Jul - 2 Jul
Hilton Garden Inn 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wheelwright holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wheelwright. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wheelwright. Seeing all the best attractions is bound to make you fall in love with Wheelwright. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wheelwright short-term rentals, that won’t be hard to do.

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?

Cozy 2-Floor Apartment with Garage Access: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

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.

Recent reviews of Wheelwright properties
Expedia verified reviews