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Our top choices for Wilbraham vacation homes

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.
The price is AED 485
AED 590 total
includes taxes & fees
8 Jan - 9 January 2026
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Tiny Home with AC and WiFi in lovely Ludlow

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.
The price is AED 290
AED 550 total
includes taxes & fees
16 Dec - 17 Dec
Tiny Home with AC and WiFi in lovely Ludlow

Cozy Home in Holyoke with 3 bedrooms

Holyoke
9.8 out of 10, Exceptional, (12)
"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.
The price is AED 477
AED 1,182 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Home in Holyoke with 3 bedrooms

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.
The price is AED 367
AED 940 total
includes taxes & fees
16 Dec - 17 Dec
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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.
The price is AED 463
AED 1,179 total
includes taxes & fees
11 Dec - 12 Dec
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

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.
The price is AED 463
AED 1,179 total
includes taxes & fees
14 Dec - 15 Dec
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock
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.
The price is AED 960
AED 1,811 total
includes taxes & fees
14 Dec - 15 Dec
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Townhouse with Pool Table - Renovated w/ King Bed

Chicopee
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
The price is AED 661
AED 1,412 total
includes taxes & fees
11 Dec - 12 Dec
Townhouse with Pool Table - Renovated w/ King Bed

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.
The price is AED 283
AED 975 total
includes taxes & fees
6 Jan - 7 January 2026
The Serene Skyway Retreat

Newly Beautiful renovated first floor apartment getaway

Forest Park
8.8 out of 10, Excellent, (3)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is AED 612
AED 1,252 total
includes taxes & fees
11 Dec - 12 Dec
Newly Beautiful renovated first floor apartment getaway

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

East Granby
8.6 out of 10, Excellent, (4)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is AED 584
AED 1,685 total
includes taxes & fees
15 Dec - 16 Dec
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Windsor Locks
10.0 out of 10, Exceptional, (2)
"We loved this space for our short stay. The rooms and space were cozy with a fun theme. Everything was clean and check in/out was easy. The host was responsive and helpful. We would stay here again"
United States
Amanda W.
The price is AED 691
AED 1,636 total
includes taxes & fees
11 Dec - 12 Dec
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

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

Easthampton Ma.
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is AED 661
AED 1,030 total
includes taxes & fees
24 Dec - 25 Dec
The Creation Station is a cozy place so make yourself at home.

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Granby
9.4 out of 10, Exceptional, (20)
"Great overnight stay! "
United States
Carrie M.
The price is AED 545
AED 980 total
includes taxes & fees
16 Dec - 17 Dec
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

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

2.0 star property
Brimfield
The price is AED 514
AED 656 total
includes taxes & fees
14 Dec - 15 Dec
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Lake House in Sturbridge w/All the Views!

Sturbridge
9.8 out of 10, Exceptional, (19)
"Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!"
United States
Caitlin D.
The price is AED 1,047
AED 2,874 total
includes taxes & fees
11 Dec - 12 Dec
Lake House in Sturbridge w/All the Views!

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.
The price is AED 294
AED 646 total
includes taxes & fees
6 Jan - 7 January 2026
PICON COZY

Welcoming 3-bedroom house- Gardner home

2.0 star property
Chicopee
The price is AED 485
AED 1,267 total
includes taxes & fees
6 Jan - 7 January 2026
Welcoming 3-bedroom house- Gardner home

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Forest Park
9.8 out of 10, Exceptional, (36)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is AED 645
AED 1,111 total
includes taxes & fees
11 Dec - 12 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Sixteen Acres
8.8 out of 10, Excellent, (5)
"Mini family vacation. The property was pleasant and convenient to the Museums and Zoo.This is not specific to this stay, but I wish the fees would be available prior to the booking/ payment process. We had to stop the booking of a different property for this trip when the hidden fees more than doubled the cost of the rental."
United States
Michael P.
The price is AED 760
AED 1,325 total
includes taxes & fees
11 Dec - 12 Dec
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
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