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Wilbraham Vacation Rentals

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In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Wilbraham

Interior
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Willington
9.6 out of 10, Exceptional, (11)
"Very educational and fun time on the farm"
United States
David S.
$235 nightly
The price is $266
Dec 9 - Dec 10
Total with taxes and fees
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
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
10.0 out of 10, Exceptional, (3)
"We had a great time the place was clean and the owner was nice. I would definitely recommend."
United States
Laura B.
$152 nightly
The price is $161
Nov 24 - Nov 25
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford
9.8 out of 10, Exceptional, (29)
"This prperty was GREAT! Clean, and very accomadating. Had everything you would need staying there. Didn't get to use the lake but sitting on the deck was relaxing. Will book again. 10 Stars!! Thank You!"
United States
WILLIAM
$273 nightly
The price is $309
Dec 14 - Dec 15
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Terrace/patio
Apartment in town center #1

Apartment in town center #1

West Brookfield
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
$262 nightly
The price is $293
Nov 30 - Dec 1
Total with taxes and fees
Apartment in town center #1
Terrace/patio
Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms

Holyoke
9.8 out of 10, Exceptional, (11)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
$290 nightly
The price is $324
Dec 1 - Dec 2
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
Microwave, oven, stovetop
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Enfield
10.0 out of 10, Exceptional, (2)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
United States
Logan M.
$372 nightly
The price is $421
Nov 24 - Nov 25
Total with taxes and fees
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Exterior
Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
8.4 out of 10, Very Good, (8)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
$134 nightly
The price is $150
Nov 24 - Nov 25
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow
Private kitchen
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
9.6 out of 10, Exceptional, (9)
"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 24 - Nov 25
Total with taxes and fees
Trainmaster's Inn - Caboose
Outdoor dining
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Ashford
9.4 out of 10, Exceptional, (19)
"We had a nice getaway after a tour of our alma mater, UCONN. This welcoming and very well decorated home gave us a nice place to rest and connect after our busy day."
United States
Andrea F.
$364 nightly
The price is $413
Dec 14 - Dec 15
Total with taxes and fees
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Dining
The Serene Skyway Retreat

The Serene Skyway Retreat

Windsor Locks
8.8 out of 10, Excellent, (11)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
$265 nightly
The price is $283
Dec 8 - Dec 9
Total with taxes and fees
The Serene Skyway Retreat
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit

Willington
9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
$264 nightly
The price is $299
Dec 9 - Dec 10
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Smart TV, books, stereo
Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley

2.0 star property
Belchertown
9.6 out of 10, Exceptional, (21)
"cute little place! host was very responsive"
United States
zane s.
$201 nightly
The price is $212
Nov 24 - Nov 25
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
Fridge, microwave, oven, stovetop
Charming Chicopee Getaway

Charming Chicopee Getaway

Chicopee
7.4 out of 10, Good, (3)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
$306 nightly
The price is $357
Nov 28 - Nov 29
Total with taxes and fees
Charming Chicopee Getaway
Fridge, microwave, oven, stovetop
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Boston Road
9.2 out of 10, Wonderful, (13)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
$283 nightly
The price is $321
Nov 24 - Nov 25
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Smart TV
PICON COZY

PICON COZY

Sixteen Acres
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
$151 nightly
The price is $171
Nov 25 - Nov 26
Total with taxes and fees
PICON COZY
Dining
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Boston Road
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
$283 nightly
The price is $321
Nov 24 - Nov 25
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Exterior
Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2

West Brookfield
9.0 out of 10, Wonderful, (28)
"We used both apartments for time with extended family. Nice to be in the same building."
United States
Tyler K.
$269 nightly
The price is $300
Nov 24 - Nov 25
Total with taxes and fees
Spacious Massachusetts Apartment #2
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Amherst
9.2 out of 10, Wonderful, (15)
"Great property! Thank you for a wonderful stay."
United States
David
$311 nightly
The price is $347
Nov 24 - Nov 25
Total with taxes and fees
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Property grounds
The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.

Easthampton Ma.
10.0 out of 10, Exceptional, (71)
"This was our second time staying here and we had a great time!"
United States
Andy L.
$251 nightly
The price is $280
Nov 24 - Nov 25
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
Exterior
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock
9.8 out of 10, Exceptional, (74)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
$436 nightly
The price is $494
Nov 24 - Nov 25
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
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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Top Wilbraham Hotel Reviews

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent
"Everything was outstanding from check in to check out"
Estefani 2-night trip
Posted 3 days ago
Holiday Inn Express Springfield Downtown by IHG

Find out more about Wilbraham

Everything you need to know about Wilbraham 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 Wilbraham 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 Wilbraham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wilbraham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wilbraham. 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 Wilbraham 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 $150 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 Wilbraham rentals

At Expedia, we put the best Wilbraham 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 Wilbraham 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 Wilbraham 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 Wilbraham. 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

Frequently asked questions

Can I find vacation rentals in Wilbraham?

Yes, there are vacation rentals near the most popular local attractions in Wilbraham, or you can select a secluded option if you want a relaxing place to stay. Wilbraham is known for its shopping and restaurants.

What are some of the best vacation home rentals in Wilbraham?

Tiny Home with AC and WiFi in lovely Ludlow: This vacation home rental near Wilbraham has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Wilbraham?

While exploring the area, visit family-friendly sights like Zoo in Forest Park and Education Center, or get outside and enjoy nature at Crane Hill Disc Golf Course. Red Bridge State Park and Randall's Farm and Greenhouse are a couple of places you'll find in the larger area.

What’s a vacation rental in Wilbraham like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Wilbraham. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.