Default HTG hotel image

Oak Hill Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Oak Hill vacation rentals

Exterior

1. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is SAR 419
SAR 558 total
includes taxes & fees
23 Aug - 24 Aug
Spacious Accessible Studio w/ Walk-In Shower
Property grounds

2. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (36 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is SAR 939
SAR 2,705 total
includes taxes & fees
2 Sep - 3 Sep
Waterfront Lake Cottage - Upper Nemahbin Lake
Outdoor spa tub

3. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (5 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.
The price is SAR 671
SAR 1,271 total
includes taxes & fees
5 Aug - 6 Aug
Private Hot Tub • Bright Home Near Downtown
Exterior

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 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.
The price is SAR 627
SAR 1,018 total
includes taxes & fees
2 Sep - 3 Sep
Historic Downtown Luxury-Lake-Coffee-Spa like BA
Exterior

5. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is SAR 390
SAR 526 total
includes taxes & fees
17 Aug - 18 Aug
Queen Studio Suite w/ Kitchenette in Oconomowoc
Interior

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (8 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is SAR 804
SAR 1,260 total
includes taxes & fees
1 Sep - 2 Sep
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior

7. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (41 reviews)
"Very cute and clean property. Location was great - walk to coffee, dinner etc."
United States
Stephanie B.
The price is SAR 1,000
SAR 2,280 total
includes taxes & fees
5 Aug - 6 Aug
Charming Historic Upper Walk to Downtown & Lakes
Exterior

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

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"Clean place. "
United States
John M.
The price is SAR 695
SAR 967 total
includes taxes & fees
17 Aug - 18 Aug
Relax & Reboot in this Charming 2-Bedroom Townhome
Exterior

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is SAR 500
SAR 650 total
includes taxes & fees
9 Aug - 10 Aug
Accessible 1-BR Suite w/ Two Double Beds
Exterior

10. Stylish Retreat Near Wedding Venues + Fire Pit

Stylish Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (26 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is SAR 1,200
SAR 2,552 total
includes taxes & fees
11 Aug - 12 Aug
Stylish Retreat Near Wedding Venues + Fire Pit
Exterior

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

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
The price is SAR 797
SAR 1,032 total
includes taxes & fees
17 Aug - 18 Aug
2-BR Suite w/ King & Double Beds + Kitchen
Exterior

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

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (6 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is SAR 659
SAR 1,105 total
includes taxes & fees
1 Sep - 2 Sep
Historic Downtown-Old World Charm-Dining-Coffee
Exterior

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is SAR 838
SAR 1,083 total
includes taxes & fees
9 Aug - 10 Aug
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Smart TV, video games, DVD player, foosball

14. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (2 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
The price is SAR 1,180
SAR 2,386 total
includes taxes & fees
1 Sep - 2 Sep
Dome House on Whitewater Lake
Smart TV, fireplace, video games, DVD player

15. 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, (28 reviews)
"Enjoyed our stay, great location and back yard"
United States
Jon L.
The price is SAR 1,148
SAR 2,754 total
includes taxes & fees
3 Sep - 4 Sep
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
TV, fireplace, books

16. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
The price is SAR 496
SAR 1,142 total
includes taxes & fees
1 Sep - 2 Sep
3BR Home Near Hahns Lake – Newly Updated Kitchen
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Hill Hotel Reviews

The Clarke Hotel

The Clarke Hotel

10/10 Excellent
"NA"
Jason 1-night trip
Posted 6 hours ago
The Clarke Hotel

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?

Waterfront Lake Cottage - Upper Nemahbin Lake: This vacation home rental near Oak Hill is located on a lake 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.