Holiday Homes in Stockbridge

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Stockbridge

Our top choices for Stockbridge holiday homes

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
Outdoor dining

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

10.0 out of 10, Exceptional, (162)
"Fantastic stay, Jason was a great host."
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.
Property grounds

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay! Spacious house, lots of packing space. Complimentary water bottles in the fridge came in very handy. The pony on the property was very cute."
The price is AU$530
includes taxes & fees
24 Aug - 25 Aug
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
Fridge, microwave, oven, stovetop

Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau

10.0 out of 10, Exceptional, (64)
"It is to nice that you get to stay in a house this nice- the lake is there and with that the sunset. It is well-stocked and very clean. It is a great place to stay"
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
'Twilight' - Just a few steps down to Lake Winnebago!
Exterior

'Twilight' - Just a few steps down to Lake Winnebago!

10.0 out of 10, Exceptional, (19)
"Perfect place to stay during the EAA Oshkosh Airventure. Perfect area, nice place, great amenities."
'Twilight' - Just a few steps down to Lake Winnebago!
Steps from Downtown
Fridge, microwave, oven, stovetop

Steps from Downtown

9.8 out of 10, Exceptional, (40)
"Nice Place. Clean comfortable. Nice decorations. Middle bedroom is very comfortable but the bed is a little on the small side. "
The price is AU$573
includes taxes & fees
24 Aug - 25 Aug
Steps from Downtown
Lakefront 2-bed house in Oshkosh with dock!
Terrace/patio

Lakefront 2-bed house in Oshkosh with dock!

10.0 out of 10, Exceptional, (27)
"Fabulous place. So nice after a long workday "
Lakefront 2-bed house in Oshkosh with dock!
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Exterior

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

9.8 out of 10, Exceptional, (24)
"We had an absolutely wonderful stay. The whole family LOVED this house and we will definitely be back. "
The price is AU$592
includes taxes & fees
1 Sept - 2 Sept
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Retreat on Lake Winnebago
Property grounds

Retreat on Lake Winnebago

9.8 out of 10, Exceptional, (121)
"6 of us had a great time at the property, location was excellent for where we were spearing, will definitely be back next year. "
Retreat on Lake Winnebago
WolfDen Getaway-Winnebago Channel
Lobby

WolfDen Getaway-Winnebago Channel

10.0 out of 10, Exceptional, (80)
"Everything was perfect, hosts were very responsive and helpful! "
WolfDen Getaway-Winnebago Channel
Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin
Exterior

Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin

10.0 out of 10, Exceptional, (5)
Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin
Fox River Retreat #1
Exterior

Fox River Retreat #1

9.4 out of 10, Exceptional, (33)
"Great view of the water, comfortable bads. Had everything you need"
Fox River Retreat #1
Well maintained home. Close to events. EAA, Packer games, Mile of Music.
Smart TV, fireplace

Well maintained home. Close to events. EAA, Packer games, Mile of Music.

9.8 out of 10, Exceptional, (19)
"Great place to stay due EAA Airventure"
Well maintained home. Close to events. EAA, Packer games, Mile of Music.
Blue Sky Country Living
Living area

Blue Sky Country Living

2.0 star property
9.4 out of 10, Exceptional, (6)
"We were in the area deer hunting & stayed at this adorable farm house. Everything was clean & comfortable. There was plenty of room for the 6 of us. The area has some of the best supper clubs Wisconsin has to offer such as Blancks & Schwarz Supper Club. Jim was a wonderful host and we will be backlwewilldedefinitely be back!"
Blue Sky Country Living
Walk to Lake: Family Getaway w/ Yard in Menasha!
TV, DVD player, books

Walk to Lake: Family Getaway w/ Yard in Menasha!

10.0 out of 10, Exceptional, (7)
"Clean, inviting, exactly as listing shows, big yard, big basement, and very well stocked. Absolutely zero issues and everything was exactly as expected. Definitely recommend and would stay again. Thank you!"
Walk to Lake: Family Getaway w/ Yard in Menasha!
Oshkosh Canal-Front Home w/ Sunroom & Watercraft!
Exterior

Oshkosh Canal-Front Home w/ Sunroom & Watercraft!

2.0 star property
9.4 out of 10, Exceptional, (10)
"Home was very nice and very clean and beautiful. Great location with everything we needed. Highly recommend. "
Oshkosh Canal-Front Home w/ Sunroom & Watercraft!
Spacious Home, Fireside Charm
4 bedrooms, WiFi, bed sheets

Spacious Home, Fireside Charm

10.0 out of 10, Exceptional, (6)
"Great stay - house was a perfect get-away for our family!"
The price is AU$506
includes taxes & fees
3 Sept - 4 Sept
Spacious Home, Fireside Charm
Beautiful spacious property 4 sleeping areas and 3 full baths can sleep up to 10
Terrace/patio

Beautiful spacious property 4 sleeping areas and 3 full baths can sleep up to 10

10.0 out of 10, Exceptional, (11)
"We loved our home away from home. We will definitely rent again from our hosts and can't wait to come back. "
Beautiful spacious property 4 sleeping areas and 3 full baths can sleep up to 10
Late Summer Retreat • Firepit • Lake • Downtown!
Interior

Late Summer Retreat • Firepit • Lake • Downtown!

9.6 out of 10, Exceptional, (12)
"Very nice and quiet stay with a great view of the lake!"
The price is AU$708
includes taxes & fees
22 Aug - 23 Aug
Late Summer Retreat • Firepit • Lake • Downtown!
Downtown Tiny Home - Oshkosh
Exterior

Downtown Tiny Home - Oshkosh

9.4 out of 10, Exceptional, (19)
"Our stay was great and the property was perfect for our trip!"
Downtown Tiny Home - Oshkosh
Hickory On The Lake- Beautiful home on Lake Winnebago
Property grounds

Hickory On The Lake- Beautiful home on Lake Winnebago

9.6 out of 10, Exceptional, (20)
"It looked just like the pictures but even better in person. The coziness you feel when you walk in felt like home. Will definitely consider staying again when in town. "
The price is AU$1,055
includes taxes & fees
1 Sept - 2 Sept
Hickory On The Lake- Beautiful home on Lake Winnebago
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 Stockbridge Hotel Reviews

Wingate by Wyndham Appleton

Wingate by Wyndham Appleton

10/10 Excellent
"Hotel was being remodeled so there was construction mess but the room was very clean and comfortable"
Anonymous traveller 2-night trip
Posted 2 days ago
Wingate by Wyndham Appleton