Eastman Holiday Rentals

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Holiday Rentals in Eastman

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (77)
"Wonderful stay at a well equipped property. We really enjoyed the outdoor spaces. Only wish we could have stayed longer. "
SereniTree Cabin - Modern Rustic Getaway tucked in the trees

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

9.6 out of 10, Exceptional, (54)
"Wonderful location, beautiful bathroom, relaxing. Definitely would visit again. "
The price is AU$277
includes taxes & fees
3 Dec - 4 Dec
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway

10.0 out of 10, Exceptional, (146)
"It was a perfect getaway for us. So peaceful. We enjoyed sitting out by the fire pit and grilling out on the deck. "
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

9.2 out of 10, Wonderful, (20)
"My husband and I had a great weekend. We wish we could stayed longer! Ed was so nice and accommodating."
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

Mississippi River Getaway Spirit Mound, now with high speed internet!

10.0 out of 10, Exceptional, (94)
"We absolutely loved staying at this rental. It was clean, cozy, easy to access and secluded. It was very comfortable- there were plenty of kitchen supplies, towels, and little touches to make you feel right at home. When a repair took place, the communication was transparent and we weren't inconvenienced in the slightest. The cabin is near wonderful hiking paths and a short drive from basic needs like groceries, gas, and firewood. I would highly recommend this rental if you'd like a quiet...
Mississippi River Getaway Spirit Mound, now with high speed internet!

Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!

10.0 out of 10, Exceptional, (27)
"Great stay. Perfect for my needs and location. Clean, quiet and as advertised. "
The price is AU$189
includes taxes & fees
4 Dec - 5 Dec
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!

Cozy cabin high above the Mississippi w/firepit & free wood- Incredible views!!!

10.0 out of 10, Exceptional, (9)
"The views were simply put, outstanding!!! Communication, the property and the thoughtfulness of the host was above and beyond! The driftless region is gorgeous and the views were outstanding. We recommend this cottage for anyone that wants to disconnect and appreciate Nature. We spotted many Eagles and were visited by three owls during our stay…top notch weekend!!!"
Cozy cabin high above the Mississippi w/firepit & free wood- Incredible views!!!

Walnut Ridge Cabin w/ Hot Tub

9.2 out of 10, Wonderful, (20)
"Beautiful, and well kept cabin! Loved the hot tub!"
The price is AU$344
includes taxes & fees
3 Dec - 4 Dec
Walnut Ridge Cabin w/ Hot Tub

Paint Creek Lodge w/ Hot Tub & Swimming Pond... 5 Bedroom Cabin

9.0 out of 10, Wonderful, (11)
"We just wanted to get away somewhere quite and this place fit the bill! Highly recommend!"
The price is AU$398
includes taxes & fees
2 Jan - 3 Jan 2025
Paint Creek Lodge w/ Hot Tub & Swimming Pond... 5 Bedroom Cabin

Paradise Point- Sleeps 4 HOT TUB

10.0 out of 10, Exceptional, (32)
"Nice and cozy. The views were amazing."
The price is AU$544
includes taxes & fees
3 Dec - 4 Dec
Paradise Point- Sleeps 4 HOT TUB

Main Street Lodge

10.0 out of 10, Exceptional, (237)
"Third time staying, and we love it. Very comfortable and accommodating. I could wish for an elevator for those in our group with mobility issues. Location allows easy walkable access to many desirable businesses in downtown Viroqua."
Main Street Lodge

Timber Ridge Lodge w/ hot tub & POOL!

8.4 out of 10, Very good, (6)
"Loved the cabin and location will recommend to others "
The price is AU$508
includes taxes & fees
3 Dec - 4 Dec
Timber Ridge Lodge w/ hot tub & POOL!

Thornwood Cottage is the perfect little get away

10.0 out of 10, Exceptional, (101)
"It's a really nice property out in the country. It is well taken care of. It would be great for a husband and wife with 2 kids. A group of 4 friends, you'd have to share beds or figure something else out. The bathroom is detached but it is a very nice bathroom. It's a nice comfortable place to stay."
Thornwood Cottage is the perfect little get away

Rustic Hideaway Sleeps 4 HOT TUB

10.0 out of 10, Exceptional, (17)
"We enjoyed every second of our stay at this cozy cabin in the bluffs. We enjoyed the hot tub & cuddled up by the fire for some football. The location of the cabin makes for some unreal walks at sunrise & sunset! Highly recommend! "
Rustic Hideaway Sleeps 4 HOT TUB

Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

10.0 out of 10, Exceptional, (115)
"My fiancée and I decided for our 5 year anniversary to do a cabin getaway. After searching through many different options and all of them blending together, we found Knutson properties which checked off every single box we had. The property was beautifully kept, quiet, modern, and they thought of every last design detail when putting this place together. All weekend we talked about when we could make time to take another trip to stay here. Cant recommend it enough! "
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

Copper Roof Cottage

10.0 out of 10, Exceptional, (41)
"We visited prairie to attend a party across the street at the eagle club. Location was perfect and walking distance to downtown area. House was comfortable for our people. "
The price is AU$618
includes taxes & fees
13 Dec - 14 Dec
Copper Roof Cottage

Newly updated historical home

9.8 out of 10, Exceptional, (46)
"Our stay at this recently updated historical home in PdC was very enjoyable! This home was conveniently located to the activities we did, and you can walk to many places. Communication from the owner was also fabulous. We choose VRBO over hotels for the extra space and privacy, and this historic home did not disappoint."
Newly updated historical home

Log Cabin next to the Mississippi River

9.6 out of 10, Exceptional, (70)
"Our Anniversary trip with our two dogs was so relaxing and just what we were needing. With our trip falling just after Halloween, it was so fun sit in front of the fireplace in the cozy cabin and watch a scary movie! We were able to cook up a yummy dinner as well! The area is beautiful and close to everything! Thanks for the great stay! "
Log Cabin next to the Mississippi River

Wexford Hollow... 6 Bedroom Cabin w/ Pool & Hot Tub

9.0 out of 10, Wonderful, (6)
"It was a nice getaway! The host was super nice and it was a lovely home. We loved the hot tub and fire pit. "
The price is AU$447
includes taxes & fees
2 Jan - 3 Jan 2025
Wexford Hollow... 6 Bedroom Cabin w/ Pool & Hot Tub

Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.

10.0 out of 10, Exceptional, (27)
"We stayed here for our anniversary getaway and it was perfection! Beautiful cabin nestled in the woods. The HOT TUB was the best! The cabin is perfection, we even enjoyed just lounging on the pull out sofa. Communicating with the host was great. They always responded, and were able to let us enjoy an early check-in.We would definitely suggest this property to anyone that is looking for a perfect relaxing getaway. The scenery is gorgeous at the cabin, and all around. We would definitely recommend...
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
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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Other types of properties in Eastman you may be interested in

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

9.6 out of 10, Exceptional, (54)
"Wonderful location, beautiful bathroom, relaxing. Definitely would visit again. "
The price is AU$277
includes taxes & fees
3 Dec - 4 Dec
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (77)
"Wonderful stay at a well equipped property. We really enjoyed the outdoor spaces. Only wish we could have stayed longer. "
SereniTree Cabin - Modern Rustic Getaway tucked in the trees

Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway

10.0 out of 10, Exceptional, (146)
"It was a perfect getaway for us. So peaceful. We enjoyed sitting out by the fire pit and grilling out on the deck. "
Cozy quaint cabin tucked back in the woods- Secluded, private - couples 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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Eastman?

Yes, there are holiday rentals close to the most popular sights in Eastman, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Eastman has to offer?

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!: This highly rated holiday home rental in Eastman is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Some other top choices in Eastman are Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route and Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!.

How many holiday rentals are there in Eastman?

Choose from 9 Expedia holiday rentals in Eastman for a memorable holiday.

What’s there to see and do in Eastman?

Explore the area and family-friendly sights such as Fort Fun Park, or get out into nature at a spot like Mississippi River. In the wider area, you’ll find Kickapoo River and Effigy Mounds National Monument.

What’s a holiday rental in Eastman like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Eastman. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.