A calm lake surrounded by autumn-colored trees and rocky terrain.

Boscobel Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Boscobel vacation rentals

A rustic cabin with a wooden exterior and a red roof, surrounded by a well-maintained grassy area and trees.

1. Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.8 out of 10, Exceptional, (13 reviews)
"Nice location quiet and relaxing)."
United States
Nick N.
$136 nightly
The price is $144
Sep 23 - Sep 24
Total with taxes and fees
Crooked Creek - Relaxation Cabin
A living room with a television, dining table, sofa, and kitchen area.

2. Cozy 1-bedroom apartment in peaceful Boscobel with AC

Cozy 1-bedroom apartment in peaceful Boscobel with AC
Boscobel
$104 nightly
The price is $115
Sep 28 - Sep 29
Total with taxes and fees
Cozy 1-bedroom apartment in peaceful Boscobel with AC
A log cabin interior with a leather armchair, a sofa, a table with a lamp, and a wood-burning stove.

3. Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (16 reviews)
"Worked well for our 2-day stay. "
United States
John V.
$184 nightly
The price is $194
Sep 28 - Sep 29
Total with taxes and fees
Crooked Creek - Serenity Cabin
A cozy cabin interior with a wooden TV stand, bookshelves, a sofa, and a dining area with chairs.

4. Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin
Boscobel
9.6 out of 10, Exceptional, (11 reviews)
"very nice and quiet place to hang your hat."
United States
reuben n.
$162 nightly
The price is $171
Oct 7 - Oct 8
Total with taxes and fees
Crooked Creek - Rustic Cabin
A hallway with wooden flooring, a dark door, and a small table with a vase.

5. Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Fennimore
9.2 out of 10, Wonderful, (5 reviews)
"The property was exactly as described. The decor was super cute and the beds were very comfortable! Highly recommend this property!"
United States
Christina
$166 nightly
The price is $175
Sep 24 - Sep 25
Total with taxes and fees
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
A wooden cabin with a porch, two windows, and a star decoration on the wall.

6. River Road Retreat

River Road Retreat
Muscoda
9.8 out of 10, Exceptional, (32 reviews)
"We had a great stay"
United States
Robert S.
$205 nightly
The price is $216
Sep 23 - Sep 24
Total with taxes and fees
River Road Retreat
A hot tub on a wooden deck with a view of a lake and trees.

7. Sunset Studio, Amazing River Views, HOT TUB! New Listing!

Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Eastman
9.4 out of 10, Exceptional, (18 reviews)
"Loved it will be back!"
United States
Nick C.
$280 nightly
The price is $295
Sep 30 - Oct 1
Total with taxes and fees
Sunset Studio, Amazing River Views, HOT TUB! New Listing!
A room with a large window, a television on a wooden stand, a radiator, and a patterned carpet.

8. Private location 2 bedroom mobile home great view of the Mississippi River

Private location 2 bedroom mobile home great view of the Mississippi River
Lynxville
9.8 out of 10, Exceptional, (35 reviews)
"Nice cute place. Beautiful view and feels very welcoming."
United States
Sandra H.
$145 nightly
The price is $153
Sep 27 - Sep 28
Total with taxes and fees
Private location 2 bedroom mobile home great view of the Mississippi River
A playground with various play structures, including a slide, swings, and climbing frames, surrounded by grass and trees.

9. River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (36 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveler
$205 nightly
The price is $216
Sep 27 - Sep 28
Total with taxes and fees
River Road Getaway
A wooden cabin surrounded by snow-covered trees.

10. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (52 reviews)
"Fun little place. Perfect for me and the wife. Close to Kickapoo area hiking. Hot tub was a nice touch to the neat little stay."
United States
Joel M.
$278 nightly
The price is $302
Oct 5 - Oct 6
Total with taxes and fees
Cabin on the Kickapoo
A kitchen with white cabinets, a central island with bar stools, a dining table with chairs, and a ceiling fan.

11. Cozy 2 Bedroom Home in Prairie du Chien - Make a Memory

Cozy 2 Bedroom Home in Prairie du Chien - Make a Memory
Southside
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay in Prairie du Chien! The place is very clean with comfortable beds! We didnt cook in the unit, but everything you need to do so was available! Including a gas grill on the back deck area. The kitchen had a great coffee maker and a huge fridge. Overall, a very nice place. I would not hesitate to book this house again. The hosts were super attentive if we had any questions. Five out of Five stars!"
United States
Barry
$257 nightly
The price is $287
Sep 29 - Sep 30
Total with taxes and fees
Cozy 2 Bedroom Home in Prairie du Chien - Make a Memory
A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

12. Ohio Street Retreat-hot tub, pool, massage chair

Ohio Street Retreat-hot tub, pool, massage chair
Prairie du Chien
10.0 out of 10, Exceptional, (93 reviews)
"Was a very nice and quiet place to relax and enjoy. Comfortable beds and very nice interior"
United States
nate k.
$229 nightly
The price is $240
Sep 27 - Sep 28
Total with taxes and fees
Ohio Street Retreat-hot tub, pool, massage chair
A cozy log cabin interior with a living room, dining area, and kitchen.

13. Timber Ridge Lodge -HOT TUB- POOL

Timber Ridge Lodge -HOT TUB- POOL
Harpers Ferry
9.0 out of 10, Wonderful, (34 reviews)
"Great place. Plenty of room for all 6 of us. Enjoyed all the amenities."
United States
Tommy H.
$272 nightly
The price is $304
Sep 24 - Sep 25
Total with taxes and fees
Timber Ridge Lodge -HOT TUB- POOL
A spacious living room with a large sofa, a coffee table, and a view of a snowy landscape through large windows.

14. Copper Creek Getaway Sleeps 6 Hot Tub

Copper Creek Getaway Sleeps 6 Hot Tub
Seneca
10.0 out of 10, Exceptional, (1 review)
"Great area to explore, lots of friendly people. Enjoyed the trip and where we stayed was a great relaxing place."
United States
Cindy B.
$350 nightly
The price is $369
Sep 23 - Sep 24
Total with taxes and fees
Copper Creek Getaway Sleeps 6 Hot Tub
A rustic cabin with a stone facade, wooden deck, and a large porch.

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

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Eastman
9.0 out of 10, Wonderful, (32 reviews)
"We had a good stay, we loved the animals and the hot tub"
United States
Brooke N.
$315 nightly
The price is $332
Oct 13 - Oct 14
Total with taxes and fees
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
A bedroom with a large window, a bed, and a view of the outdoors.

16. Cheese Wedge Cabin Idyllic Farm

Cheese Wedge Cabin Idyllic Farm
Highland
10.0 out of 10, Exceptional, (1 review)
"If you are looking for a unconventional place to unplug and unwind, the Cheese Wedge Cabin is a charming getway. Etienne is a lovely host who made us feel welcome and comfortable on her farm. We got up close and personal with the sheep, chickens, and Phoenix the sheepdog (who is the gentlest giant and steadfast companion). We had plenty of privacy in the cabin while still being close enough to get anything we needed from the private guest kitchen & bath connected to the main house. Another...
United States
Annie
$269 nightly
The price is $271
Sep 23 - Sep 24
Total with taxes and fees
Cheese Wedge Cabin Idyllic Farm
A log cabin with a large front porch, a staircase, and a deck.

17. Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi

Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi
Harpers Ferry
8.6 out of 10, Excellent, (39 reviews)
"The hot tub was hot, enjoyed the fire pit. Very beautiful and peaceful!!"
United States
Kevin M.
$280 nightly
The price is $314
Oct 5 - Oct 6
Total with taxes and fees
Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi
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 Boscobel Hotel Reviews

Fenway House Hotel

Fenway House Hotel

8/10 Good
"It was a nice and clean hotel room. Self check in (no staff), which was not a problem, but the reason I didn't rate the staff were helpful. Property was a very cool block long old hotel/bar/restaurant. It is still set up as such but unfortunately no longer open as a bar and restaurant. Pack light because in addition to having to walk upstairs you may have to park a block away if you are one of the later guests it is only street parking."
Julie 1-night trip
Posted 1 day ago
Fenway House Hotel

Find out more about Boscobel

Everything you need to know about Boscobel 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 Boscobel 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 Boscobel vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boscobel vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boscobel. 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 Boscobel 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 $144 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 Boscobel rentals

At Expedia, we put the best Boscobel 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 Boscobel 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 Boscobel 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 Boscobel. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Boscobel?

Yes, you can find vacation rentals in Boscobel close to WI River Outings, or you can choose a secluded option if you'd like a relaxing place to stay. Boscobel is known for its restaurants.

What's the top vacation rental that Boscobel has to offer?

Upper Place Vacation Cottage: This vacation home rental near Boscobel is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind.

What can I see and do in Boscobel?

Family-friendly attractions include WI River Outings, whereas Wisconsin River is a spot to enjoy the outdoors. Kickapoo River and Eagle Cave are a couple of places you'll find in the larger area.

What are vacation rentals like in Boscobel?

Vacation rentals are private properties you can reserve for a couple days or more in Boscobel. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.