Wheelwright Holiday Rentals from €178: Search Short-Term Rentals

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Our top choices for Wheelwright holiday rentals

A grassy outdoor area with a hammock, chairs, and a stone wall.

1. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Ware

theresa H.

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

2. Newly Built Barn Loft in Pioneer Valley

Belchertown

Nora M.

includes taxes & fees

1 Nov - 2 Nov

The Cottage is nestled next to the historic Sagendorph Mansion.

3. Cottage by the Castle – Downtown Spencer

Spencer

Sarah S.

includes taxes & fees

22 Nov - 23 Nov

A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

4. The Christmas Cottage, 4BR New England Escape

Rutland

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

5. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Sturbridge

Trish N.

includes taxes & fees

1 Nov - 2 Nov

A round metal fire pit with grilling tools and a red chair in the background.

6. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Brimfield

Gregory C.

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a central entrance, a brick foundation, and a large front yard.

7. Angel Sky Challenge

Worcester

Cameron R.

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

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

Westminster

Shreya

includes taxes & fees

12 Nov - 13 Nov

Two Adirondack chairs on a wooden deck with a view of a lake and trees.

9. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester

Michaela H.

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

10. 4-bedroom house in nice Holden with WiFi, AC

Holden

larry d.

includes taxes & fees

6 Nov - 7 Nov

A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

11. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Main South

"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...

Elyse D.

includes taxes & fees

1 Nov - 2 Nov

12. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Worcester

Sierra M.

includes taxes & fees

1 Nov - 2 Nov

13. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester

includes taxes & fees

22 Nov - 23 Nov

A lakeside cabin with a deck, a dock, and a small docked boat.

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

Sturbridge

Anonymous traveller

includes taxes & fees

2 Nov - 3 Nov

A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

15. Lake House in Sturbridge w/All the Views!

Sturbridge

Mike T.

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

16. Spacious 4-bedroom with four and half bathrooms

Worcester

Mike O.

includes taxes & fees

1 Nov - 2 Nov

A room with a large window overlooking a lake at sunset.

17. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

Shutesbury

Tara I.

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with stainless steel appliances, white cabinetry, and a herringbone tile backsplash.

18. FREE Parking & Renovated 4BR Stay 1st-floor Apt Near Clark Uni, Laundry + AC 161

Worcester

Abby M.

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

19. Sleeps 15 • Pool • Retreat

Brimfield

Daniel C.

includes taxes & fees

2 Nov - 3 Nov

20. Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3

Worcester

Andrew O.

includes taxes & fees

1 Nov - 2 Nov

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Top Wheelwright Hotel Reviews

Comfort Inn Auburn - Worcester

10/10 Excellent

"Check in was easy. The room was clean"

Sturbridge Host Hotel & Conference Center

8/10 Good

"The hotel is quite large There are entertainment areas that are closed No breakfast services available It appears that in previous years it was a wonderful place The rooms are large but the carpet and paint are in need of improvement It is just across the Sturbridge village"

The Colonial Hotel

8/10 Good

"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."

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, apart-hotels, 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 favorite 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 depends 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 €178 per night. Entering your travel dates in the search wizard you might find 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?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This holiday home rental outside of Wheelwright is located in a rural location, and has a garden, a selection of games and a BBQ 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 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.

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Check prices for these dates

Our top choices for Wheelwright holiday rentals

1. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

2. Newly Built Barn Loft in Pioneer Valley

3. Cottage by the Castle – Downtown Spencer

4. The Christmas Cottage, 4BR New England Escape

5. Cozy Chic Countryside Haven - Sleeps 4 , Firepit