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Holiday Rentals in Sibley County

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Our top choices for Sibley County holiday rentals

Holiday Haus Zwei

Holiday Haus Zwei
New Ulm
10.0 out of 10, Exceptional, (89)
"This was such a fun and historic house! We really enjoyed our stay. "
United States
Katie H.
Holiday Haus Zwei

Luxury Lakefront Cabin Retreat in Madison Lake MN Sleeps 20 2 secluded acres

Luxury Lakefront Cabin Retreat in Madison Lake MN Sleeps 20 2 secluded acres
Madison Lake
9.8 out of 10, Exceptional, (9)
"Our stay in this beautiful home was amazing. We were a family of 16 and the accommodations and activities were beyond a 10 rating. We cannot wait to return. Thank you to our wonderful host, Jan. "
United States
karolyn m.
Luxury Lakefront Cabin Retreat in Madison Lake MN Sleeps 20 2 secluded acres

The Lodge Dog & FmilyFrndly 6-BR 12 Beds 16 guests

The Lodge Dog & FmilyFrndly 6-BR 12 Beds 16 guests
Saint Peter
9.2 out of 10, Wonderful, (25)
"The house was clean cute and in the perfect location for our stay. The owner was easy to connect with and helped us with a special accommodation. We would highly recommend this rental!"
United States
Debbie O.
The price is €537
includes taxes & fees
31 Dec - 1 Jan 2026
The Lodge Dog & FmilyFrndly 6-BR 12 Beds 16 guests

The Poppy seed Inn -The Anna Suite

The Poppy seed Inn -The Anna Suite
New Prague
9.8 out of 10, Exceptional, (7)
"What a lovely stay with oodles of amenities! "
United States
Sarah
The price is €130
includes taxes & fees
30 Dec - 31 Dec
The Poppy seed Inn -The Anna Suite

Cedar House Retreat

Cedar House Retreat
Excelsior
10.0 out of 10, Exceptional, (36)
"Could not have been better! Roomy but cozy, clean, and great location. Thanks for a perfect stay "
United States
David S.
Cedar House Retreat

★SPACIOUS★MINNEAPOLIS SUBURBS★PAISLEY PARK★TWIN CITIES★LAKES

★SPACIOUS★MINNEAPOLIS SUBURBS★PAISLEY PARK★TWIN CITIES★LAKES
Chanhassen
10.0 out of 10, Exceptional, (85)
"Great cozy, comfortable place to stay. Great place to get ready for my sons wedding. "
United States
Dorothy b.
★SPACIOUS★MINNEAPOLIS SUBURBS★PAISLEY PARK★TWIN CITIES★LAKES

Cozy 1 bedroom apartment located in beautiful downtown New Ulm Mn.

Cozy 1 bedroom apartment located in beautiful downtown New Ulm Mn.
New Ulm
9.4 out of 10, Exceptional, (20)
"The property is actually a studio apartment; a bedroom with full kitchen & bathroom. It was very clean & located right in the downtown area. "
United States
Susan
The price is €226
includes taxes & fees
18 Dec - 19 Dec
Cozy 1 bedroom apartment located in beautiful downtown New Ulm Mn.

Portable Travel Popup Camper Pet Friendly AC/Heat

Portable Travel Popup Camper Pet Friendly AC/Heat
Waconia
8.0 out of 10, Very good, (1)
"Owner dropped and picked up and was very communicative and responsive. Camper was not the most clean and there was dog hair, but probably what you’d expect in a camper. "
United States
Katie B.
The price is €138
includes taxes & fees
18 Dec - 19 Dec
Portable Travel Popup Camper Pet Friendly AC/Heat

German lake Family Adventures

German lake Family Adventures
Waterville
9.0 out of 10, Wonderful, (16)
"Beautiful location. Enjoyed our stay. "
United States
Stuart M.
The price is €340
includes taxes & fees
21 Dec - 22 Dec
German lake Family Adventures

5 Bedroom Private Villa with Peloton Bike

5 Bedroom Private Villa with Peloton Bike
Shakopee
9.6 out of 10, Exceptional, (17)
"Perfect place for our girls weekend. Close to the Renaissance festival. Enough rooms for everyone. "
United States
Megan K.
The price is €1,012
includes taxes & fees
18 Dec - 19 Dec
5 Bedroom Private Villa with Peloton Bike

Prime Downtown Music Lovers Experience! Nostalgic Mid-Mod In Historic St Peter

Prime Downtown Music Lovers Experience! Nostalgic Mid-Mod In Historic St Peter
Saint Peter
10.0 out of 10, Exceptional, (3)
"The place was very nice and served us well for our couple night stay. "
United States
Joel T.
Prime Downtown Music Lovers Experience! Nostalgic Mid-Mod In Historic St Peter

Cozy cabin on Lake Jefferson in Cleveland, MN

Cozy cabin on Lake Jefferson in Cleveland, MN
2.0 star property
Cleveland
10.0 out of 10, Exceptional, (3)
"Our stay at the cozy cabin was great! We especially liked relaxing in the screened in porch. The lake views, sunrises, and sunsets were beautiful! The area is quiet and peaceful yet close to a few different little towns that had restaurants. We enjoyed the oversized living room and full kitchen. Communication with the hosts was friendly and helpful! "
United States
Jen M.
Cozy cabin on Lake Jefferson in Cleveland, MN

Chanhassen Guest Suite - Private & Spacious

Chanhassen Guest Suite - Private & Spacious
Chanhassen
10.0 out of 10, Exceptional, (33)
"This was a great home base while we were in town visiting family. Very well suited for small kids: we appreciated that they had a pack n play, a highchair, a baby bath, baby utensils and even books and toys. Beds were comfy and everything was nice and clean. "
United States
Erin S.
Chanhassen Guest Suite - Private & Spacious

Waconia Lakefront Cottage- dogs ok

Waconia Lakefront Cottage- dogs ok
Waconia
10.0 out of 10, Exceptional, (24)
"good house"
United States
Michael C.
The price is €1,007
includes taxes & fees
29 Dec - 30 Dec
Waconia Lakefront Cottage- dogs ok

Holiday Haus in Historic New Ulm - sleeps 8+

Holiday Haus in Historic New Ulm - sleeps 8+
New Ulm
10.0 out of 10, Exceptional, (125)
"The atmosphere is homey and very comfortable. "
United States
Andra B.
Holiday Haus in Historic New Ulm - sleeps 8+

Glencoe-4 Bedroom-freshly remodeled-grill-pets

Glencoe-4 Bedroom-freshly remodeled-grill-pets
Glencoe
9.2 out of 10, Wonderful, (11)
"Great place to stay. Can hear the train."
United States
Peggy A.
The price is €260
includes taxes & fees
18 Dec - 19 Dec
Glencoe-4 Bedroom-freshly remodeled-grill-pets

Downtown Waconia Charmer!

Downtown Waconia Charmer!
Waconia
10.0 out of 10, Exceptional, (54)
"Love a house with character! Great place for our full family staying in waconia for grad parties. "
United States
Charlie H.
Downtown Waconia Charmer!

Lucky Loon Family Lodge

Lucky Loon Family Lodge
Shakopee
10.0 out of 10, Exceptional, (12)
"Very nice place to stay if you have a family event in the area. Very nice bedrooms and kitchen. The listing should mention that all the main bedrooms and showers are on the second level in case someone who is booking has someone in their party with physical limitations. All in all, we would definitely stay here again. "
United States
Bill M.
Lucky Loon Family Lodge

The Poppy Seed Inn -Rose Suite

The Poppy Seed Inn -Rose Suite
New Prague
10.0 out of 10, Exceptional, (6)
"Perfect place for my short visit."
United States
Thea Y.
The price is €130
includes taxes & fees
31 Dec - 1 Jan 2026
The Poppy Seed Inn -Rose Suite

Spacious 5-bedroom historic house in Montgomery, MN

Spacious 5-bedroom historic house in Montgomery, MN
Montgomery
10.0 out of 10, Exceptional, (4)
"Really enjoyed the stay. Property is really nice an open concept with plenty of room for all of us. We will definitely look at rent it again. "
United States
Derek
Spacious 5-bedroom historic house in Montgomery, MN
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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Holiday Homes in Sibley County

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