Wheelwright Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Wheelwright

Private kitchen
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
9.6 out of 10, Exceptional, (8)
"This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! "
United States
Lisa B.
$310 nightly
The price is $328
Nov 12 - Nov 13
Total with taxes and fees
Trainmaster's Inn - Caboose
Exterior
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

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

Westminster
9.6 out of 10, Exceptional, (27)
"We had a fun, relaxing few days at the cottage. Its a nice friendly community and we enjoyed our stay on the lake."
United States
David R.
$310 nightly
The price is $340
Nov 12 - Nov 13
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Fridge, microwave, oven, stovetop
Serene 1-bedroom suite on 65 acre horse property

Serene 1-bedroom suite on 65 acre horse property

Belchertown
10.0 out of 10, Exceptional, (22)
"A great jumping off point for the Pioneer Valley and 5 colleges. Brent and Claire were wonderful hosts! Nice and quiet on the property, and it’s a neat experience to have the beautiful horses right outside your window. "
United States
Claire W.
$234 nightly
The price is $247
Nov 13 - Nov 14
Total with taxes and fees
Serene 1-bedroom suite on 65 acre horse property
Terrace/patio
Apartment in town center #1

Apartment in town center #1

West Brookfield
8.6 out of 10, Excellent, (24)
"A friend and I stayed here for 2 nights. The directions for parking and checking in were clear and easy. It looks like we were one of the first people to stay in this unit. There was an air conditioner in two out of the 3 bedrooms. The kitchen and living room were quite warm without an air conditioner. The beds did not have mattress covers, but other than that were quite comfortable. There were 3 bath towels in the unit, which was enough for us, but if we had up to 6 there wouldn’t be enough....
United States
Logan L.
$269 nightly
The price is $300
Dec 1 - Dec 2
Total with taxes and fees
Apartment in town center #1
Fridge, microwave, oven, stovetop
Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms

Worcester
10.0 out of 10, Exceptional, (5)
"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."
United States
Harmony F.
$446 nightly
The price is $510
Nov 12 - Nov 13
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
Exterior
Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2

West Brookfield
9.0 out of 10, Wonderful, (28)
"Cute apartment"
United States
Mark S.
$269 nightly
The price is $300
Nov 12 - Nov 13
Total with taxes and fees
Spacious Massachusetts Apartment #2
Smart TV, books, stereo
Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley

2.0 star property
Belchertown
9.4 out of 10, Exceptional, (20)
"cute little place! host was very responsive"
United States
zane s.
$200 nightly
The price is $211
Nov 12 - Nov 13
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
Terrace/patio
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

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

2.0 star property
Ware
$152 nightly
The price is $161
Nov 12 - Nov 13
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Outdoor dining
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

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

2.0 star property
Brimfield
$160 nightly
The price is $179
Nov 12 - Nov 13
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Fridge, microwave, oven, stovetop
Spacious & Clean 3BR APT near Clark University

Spacious & Clean 3BR APT near Clark University

Main South
"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"
United States
Barb S.
$331 nightly
The price is $378
Nov 17 - Nov 18
Total with taxes and fees
Spacious & Clean 3BR APT near Clark University
Exterior
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

West Brookfield
10.0 out of 10, Exceptional, (15)
"Loved the lake house! Would stay again."
United States
Kimberly M.
$508 nightly
The price is $567
Nov 13 - Nov 14
Total with taxes and fees
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Outdoor spa tub
Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!

Sturbridge
9.8 out of 10, Exceptional, (19)
"We came for an end of school year relaxation break(teachers will understand) the house was beautiful and close to good restaurants. We will definitely consider staying again"
United States
Tim T.
$756 nightly
The price is $826
Nov 12 - Nov 13
Total with taxes and fees
Lake House in Sturbridge w/All the Views!
Smart TV
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

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

Westminster
10.0 out of 10, Exceptional, (23)
"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. "
United States
Michael T.
$500 nightly
The price is $549
Dec 1 - Dec 2
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

2.0 star property
Sturbridge
$378 nightly
The price is $422
Nov 12 - Nov 13
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Dining
Luxury Retreat inAmherst

Luxury Retreat inAmherst

Amherst
10.0 out of 10, Exceptional, (1)
"Very helpful and easy communication. Very clean and nice place. We were very busy and only really were at the place to sleep but it is quiet and perfect for a restful stay."
United States
Robert
$750 nightly
The price is $838
Nov 16 - Nov 17
Total with taxes and fees
Luxury Retreat inAmherst
Private kitchen
4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC

Holden
$599 nightly
The price is $633
Nov 12 - Nov 13
Total with taxes and fees
4-bedroom house in nice Holden with WiFi, AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wheelwright Hotel Reviews

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Nice very old place, with all the services. Nice bar, very good restaurant, and a bakery"
Gilles 1-night trip
Posted 2 days ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Wheelwright

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 $211 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.

Explore a world of travel with Expedia