Photo by Jennifer LaFountain

Wilbraham Vacation Rentals

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In two weeks
Dec 26 - Dec 28
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Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Wilbraham vacation rentals

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

Vacation Home in Ware

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
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
Dec 11 - Dec 12
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Vacation Home in Woodstock

Secluded 2-Acre Lakefront Home! Book Your Getaway!
9.8 out of 10, Exceptional, (76)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
$435 nightly
The price is $493
Dec 14 - Dec 15
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior detail
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Apartment in Northampton

Elm Suite with a Private Bathroom in front of Smith College Quadrangle
9.8 out of 10, Exceptional, (23)
"Gorgeous building, clean and cozy spot to stay. "
United States
Grace
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Fridge, microwave, oven, stovetop
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Apartment in Amherst

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
9.4 out of 10, Exceptional, (17)
"Great property! Thank you for a wonderful stay."
United States
David
$372 nightly
The price is $416
Dec 11 - Dec 12
Total with taxes and fees
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Fridge, microwave, oven, stovetop
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Vacation Home in Boston Road

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
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.
$280 nightly
The price is $318
Dec 11 - Dec 12
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Cabin in Willington

Treehouse - Countryside - Farm Animals - Fire Pit
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.
$269 nightly
The price is $304
Jan 6 - Jan 7, 2026
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Full-size fridge, microwave, oven, dishwasher
Newly Renovated 2 floor Getaway

Apartment in Forest Park

Newly Renovated 2 floor Getaway
3.5 star property
$580 nightly
The price is $638
Jan 10 - Jan 11, 2026
Total with taxes and fees
Newly Renovated 2 floor Getaway
Interior
Bungalow 19 by the lake in Brimfield

Vacation Home in Brimfield

Bungalow 19 by the lake in Brimfield
2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful house, really cozy and private. Clean and tidy. Our host was helpful and accommodating. Would definitely stay there again. "
United States
Samantha W.
Bungalow 19 by the lake in Brimfield
HOMEY HOMEY

Apartment in Sixteen Acres

HOMEY HOMEY
2.8 out of 10, (5)
"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "
United States
Erin N.
$147 nightly
The price is $167
Dec 11 - Dec 12
Total with taxes and fees
HOMEY HOMEY
Terrace/patio
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Vacation Home in Sturbridge

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
9.8 out of 10, Exceptional, (89)
"Very Clean, great location"
United States
Anonymous traveler
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Vacation Home in Amherst

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (111)
"Check in was easy breezy, communication with host was timely and helpful. It was perfect for our two day stay. Fresh eggs and homemade bread and Cushman's cafe close by wwre added treats!"
United States
Kelly S.
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Exterior
Dove Cabin up in the Trees

Cabin in Holland

Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (27)
"Beautiful quaint cabin "
United States
susan n.
Dove Cabin up in the Trees
Exterior
Tiny Home with AC and WiFi in lovely Ludlow

Vacation Home in Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
8.4 out of 10, Very Good, (9)
"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
Dec 11 - Dec 12
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow
Exterior
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Vacation Home in West Brookfield

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (15)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
United States
JUNE
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Dining
Amazing lake house with everything you need!

Vacation Home in Ashford

Amazing lake house with everything you need!
9.8 out of 10, Exceptional, (22)
"Great time, lovely location, easy to access and beautiful lake!"
United States
Sam L.
Amazing lake house with everything you need!
Fridge, microwave, oven, stovetop
Linny’s Lake House with dock

Vacation Home in West Suffield

Linny’s Lake House with dock
9.8 out of 10, Exceptional, (27)
"We had an amazing time really nice neighborhood. We'll definitely be back next year."
United States
Aimee W.
Linny’s Lake House with dock
Smart TV
PICON COZY

Vacation Home in Sixteen Acres

PICON COZY
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
Dec 23 - Dec 24
Total with taxes and fees
PICON COZY
Fridge, microwave, oven, stovetop
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Apartment in Forest Park

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
9.0 out of 10, Wonderful, (28)
"This home was great. It had everything our large group needed and was as advertised. The owner was great to communicate with. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
$462 nightly
The price is $524
Dec 14 - Dec 15
Total with taxes and fees
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Cottage in Stafford

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.6 out of 10, Exceptional, (30)
"Great host- fun property!"
United States
Mary F.
$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
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cabin in Ashford

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.2 out of 10, Wonderful, (25)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
$247 nightly
The price is $280
Dec 11 - Dec 12
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
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
"Si las habitación muy buena el personal excelente y el servicio muy bueno y el desayuno excelente la persona encargada del desayuno muy amable y muy agradable y atenta "
esther 2-night trip
Posted 15 hours 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.