Wheelwright Vacation Rentals

Vacation Rentals in Wheelwright

Fridge, microwave, oven, stovetop
Cetrl Cozy Lux Renovated 2KB,1QB-w/Parking,Dtwn,6+
Cetrl Cozy Lux Renovated 2KB,1QB-w/Parking,Dtwn,6+
Property grounds
Worcester Home on Indian Lake w/ Shared Boat Dock!
Worcester Home on Indian Lake w/ Shared Boat Dock!
Property grounds
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
10.0 out of 10, Exceptional, (72)
"A sweet home with amazing views and access to the lake. The hosts thought of all the things we would need and had a well stocked home. There were plenty of towels, dishes, and games to use. There were spaces to relax and enjoy both inside and out. The yard felt very private even though other people were next door. We had eight people in our group and though I wouldn’t describe the house as large, it did not feel small for our group. We had a wonderful time and would definitely return!"
The price is $250
$508 total
includes taxes & fees
May 20 - May 21
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
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Property grounds
Leicester Lake Front Home, Come Relax!
10.0 out of 10, Exceptional, (13)
"I would highly recommend this place. It was very clean and looks like it was all recently redone. Beautiful sunsets from the back deck in a quiet location. I would highly recommend."
Leicester Lake Front Home, Come Relax!
Smart TV
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
10.0 out of 10, Exceptional, (7)
"Everything was perfect and two minutes to Wachusett ski mountain."
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Fridge, microwave, oven, stovetop
Large 3BR APT w/ enclosed front porch Close to Polar Park, palladium, WPI, DCU
9.8 out of 10, Exceptional, (33)
"I was most appreciative that this place was extremely clean. Sheets smelled nice and the bathroom was clean. This is probably the most important thing to me when I stay at VRBO. Nothing was unexpected. While we did not have much communication with the property manager, the check in process and check out process we’re both smooth. The only challenge that I would mention is that there are a lot of stairs so if you have someone elderly with you, this may be a little bit difficult as the apartment...
Large 3BR APT w/ enclosed front porch Close to Polar Park, palladium, WPI, DCU
Fridge, microwave, oven, stovetop
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
Exterior
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 $367
$661 total
includes taxes & fees
May 24 - May 25
Full family home 200 ft from the lake shore. Dog friendly!
1 bedroom, iron/ironing board, free WiFi, bed sheets
A private Attic apartment with everything included.
8.0 out of 10, Very Good, (6)
"A nice property and location! Very clean with and easy to check in and out."
The price is $199
$326 total
includes taxes & fees
May 18 - May 19
A private Attic apartment with everything included.
Exterior
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!
Interior
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
Property grounds
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (164)
"Christine was very welcoming and accommodating with our family and group as we celebrated a college graduation, and two birthdays on her beautiful property. Each room has temperature controls, including the primary bath, and our family felt relaxed throughout our stay."
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Interior
Relaxing Retreat
10.0 out of 10, Exceptional, (16)
"Great location for our stay. Clean and comfortable"
Relaxing Retreat
Property grounds
Bucolic Villa: Private Pool, Playground, King Beds
8.6 out of 10, Excellent, (15)
"We were in the area for a wedding and had grandparents, parents, and five kids (ages 6-16) in the house. It was a great size, ample sleeping space. Beautiful common rooms. Nice TVs and no trouble connecting to games. Pool table/ping pong table in the basement was fun. It poured so we weren't outside but there was a gorgeous porch and backyard as well as a swing set that I'm sure my kids would have enjoyed if we could be out. Nice washer/dryer on 2nd floor. Showers had great water pressure and...
The price is $398
$837 total
includes taxes & fees
May 21 - May 22
Bucolic Villa: Private Pool, Playground, King Beds
Interior
Large relaxing house in 25 acres of private woods with lake access.
10.0 out of 10, Exceptional, (8)
"Our family enjoyed our stay for our family gathering. Plenty of room to enjoy each others company and enjoy meals together."
Large relaxing house in 25 acres of private woods with lake access.
Exterior
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
Fridge, microwave, oven, stovetop
Serene 1-bedroom suite on 65 acre horse property
10.0 out of 10, Exceptional, (4)
"Brent and Claire are gracious hosts! Exceptionally clean accommodations. Will definitely re"
Serene 1-bedroom suite on 65 acre horse property
Private kitchen
Trainmaster's Inn - Caboose
Trainmaster's Inn - Caboose
Property grounds
Lovely 3-bedroom City Escape
9.8 out of 10, Exceptional, (14)
"Everything was fine"
Lovely 3-bedroom City Escape
Aerial view
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
9.8 out of 10, Exceptional, (8)
"We were looking for somewhere to stay that was close to Mount Wachusett. The cottage was very clean, cozy, and had many amenities including a fully stocked kitchen and an electric fireplace . Though we were for skiing there during the wintertime, the cottage is on a lake and kayaking is also an option during the summer. The hosts were quickly available to us with any questions. There is even a complimentary bottle of wine to enjoy!"
The price is $200
$437 total
includes taxes & fees
Jun 3 - Jun 4
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
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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

Indoor pool
Sturbridge Host Hotel & Conference Center
3.0 star property
6.4 out of 10, (982)
"Clean room"
The price is $127
$142 total
includes taxes & fees
May 20 - May 21
Sturbridge Host Hotel & Conference Center
Exterior
Hilton Garden Inn Worcester
3.0 star property
8.0 out of 10, Very Good, (1004)
"Solid hotel. Always good for a show. Prices are a bit extreme for what's on offer but that's business. The check in process felt like it could have gonw a bit faster. "
The price is $136
$155 total
includes taxes & fees
May 28 - May 29
Hilton Garden Inn Worcester
Terrace/patio
AC Hotel by Marriott Worcester
3.5 star property
9.2 out of 10, Wonderful, (1000)
"I like it!"
The price is $189
$216 total
includes taxes & fees
May 26 - May 27
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.

Everything you need to know about Wheelwright vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wheelwright vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wheelwright vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wheelwright in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $199 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wheelwright rentals

At Expedia, we put the best Wheelwright vacation 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 vacation.

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 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?

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!: You might want to consider this vacation home rental near Wheelwright, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and 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 Rock House Reservation. In the larger area, you’ll find Hardwick Vineyard and Winery and Saint Joseph's Abbey.

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.

Recent reviews of Wheelwright properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Sturbridge

La Quinta Inn & Suites by Wyndham Sturbridge

5/5 Excellent
"Not available parking spaces when we came back from dinner. Just got the last parking space."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Sturbridge
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Sturbridge