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Oak Hill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oak Hill vacation rentals

A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

1. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
$138 nightly
The price is $155
Nov 1 - Nov 2
Total with taxes and fees
Spacious Accessible Studio w/ Walk-In Shower
A kitchen with white cabinets, a microwave, a dishwasher, and a sink.

2. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
$212 nightly
The price is $239
Nov 18 - Nov 19
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

3. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
$298 nightly
The price is $336
Oct 26 - Oct 27
Total with taxes and fees
Private Hot Tub • Bright Home Near Downtown
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

4. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (13 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
$283 nightly
The price is $320
Oct 22 - Oct 23
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
A two-story house with a balcony, a front porch, and a visible garage.

5. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (31 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
$487 nightly
The price is $550
Oct 22 - Oct 23
Total with taxes and fees
Sytlish Retreat Near Wedding Venues & Downtown
A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

6. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
$308 nightly
The price is $325
Oct 26 - Oct 27
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

7. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
$159 nightly
The price is $180
Nov 1 - Nov 2
Total with taxes and fees
Accessible 1-BR Suite w/ Two Double Beds
A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

8. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
$159 nightly
The price is $180
Nov 1 - Nov 2
Total with taxes and fees
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

9. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
$159 nightly
The price is $180
Nov 1 - Nov 2
Total with taxes and fees
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

10. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
$138 nightly
The price is $155
Nov 1 - Nov 2
Total with taxes and fees
Queen Studio Suite w/ Kitchenette in Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

11. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
$256 nightly
The price is $290
Nov 1 - Nov 2
Total with taxes and fees
2-BR Suite w/ King & Double Beds + Kitchen
A spacious living area with a high ceiling, wooden beams, and large windows.

12. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (3 reviews)
"Very quiet, clean and lots of amenities! We had a hiccup with the water/shower, and our host not only communicated quickly but had a plumber over to fix it before the day was over!! She went above and beyond to make our stay comfortable!! A very enjoyable stay!"
United States
Rachel
$455 nightly
The price is $480
Oct 25 - Oct 26
Total with taxes and fees
Dome House on Whitewater Lake
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

13. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"."
United States
Rhonda M.
$256 nightly
The price is $290
Nov 1 - Nov 2
Total with taxes and fees
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A brick building with a sign for Riverview Lodges and a Green Door Café.

14. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
9.8 out of 10, Exceptional, (9 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
$259 nightly
The price is $293
Oct 22 - Oct 23
Total with taxes and fees
Historic Downtown-Old World Charm-Dining-Coffee
Exterior

15. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
$373 nightly
The price is $394
Oct 22 - Oct 23
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

16. Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
$244 nightly
The price is $276
Nov 1 - Nov 2
Total with taxes and fees
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
A spacious living room with a fireplace, a ceiling fan, and a large window.

17. Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Elkhorn
9.6 out of 10, Exceptional, (31 reviews)
"The property was perfect for our girls getaway. The attention to detail was amazing. I hope to stay there again in the future."
United States
carol g.
$715 nightly
The price is $797
Oct 22 - Oct 23
Total with taxes and fees
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
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 Oak Hill Hotel Reviews

Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG

10/10 Excellent
"We had a comfortable stay."
Roy 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Delafield by IHG

Find out more about Oak Hill

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

Oak Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Hill. 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 Oak Hill 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 $293 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 Oak Hill rentals

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

Frequently asked questions

Can I find vacation rentals in Oak Hill?

Yes, we have vacation rentals near top attractions in Oak Hill, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Oak Hill has to offer?

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle: This vacation home rental near Oak Hill is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Oak Hill?

Explore the area and family-friendly sights such as Kettle Moraine Ranch, or get out into nature at a spot like Green Lake. Old World Wisconsin and University of Wisconsin-Whitewater are a couple of places you'll find in the larger area.

What’s a vacation rental in Oak Hill like?

Vacation rentals are privately owned properties you can book for a long or short time in Oak Hill. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety 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 hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.