Holiday Rentals in Oak Hill

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Holiday Rentals in Oak Hill

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

10.0 out of 10, Exceptional, (5)
"Beautiful home and property, lots of space to spread out and have privacy. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.8 out of 10, Exceptional, (90)
"Relaxing weekend with a mom and daughter, and daughter-in-law. We were looking for a relaxing weekend with reading, good eating and drinking and nearby small town shops. And we got it all. 1bedroom downstairs, large Master on the main floor. A lot of spaces to relax, the property is gorgeous. The kitchen is impressive. Communication was easy, quick and helpful."
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (21)
"Beautiful home in a quiet neighborhood. Very clean property with all the amenities needed for our son’s wedding weekend. Host was very responsive and accommodating. Would definitely stay again if in the area. "
The price is €531
includes taxes & fees
1 Dec - 2 Dec
Beautiful Waukesha Home

Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

10.0 out of 10, Exceptional, (31)
"We loved our stay here. We wanted a quiet place to stay for an extended weekend and this was the perfect spot. My kids loved the pier, the kayaks, and the bikes. I loved the giant couch and the view! The pictures didn't show off how amazing this house really is so when I walked in I literally said "Wow!". The house had everything you could possibly need. Thank you for letting us stay at your property. We will definitely be back again. "
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

Historic, Vintage, Classy, 11 bed, 5+ bath!

10.0 out of 10, Exceptional, (6)
" We were immediately impressed with the property! It was beautiful and well appointed.The host was responsive."
Historic, Vintage, Classy, 11 bed, 5+ bath!

The Starlight Tower Manor, River, Arcades, Observatory, Theater by RedAwning

10.0 out of 10, Exceptional, (3)
"Very nice accommodations for sleeping all 18 (8 adults, 10 kids) of us comfortably. Good communication from manager. Would recommend!"
The Starlight Tower Manor, River, Arcades, Observatory, Theater by RedAwning

comfortably sleeps 10 guests

10.0 out of 10, Exceptional, (31)
"We had everything we needed and more in a good location. Great host, great communication. "
The price is €415
includes taxes & fees
1 Dec - 2 Dec
comfortably sleeps 10 guests

Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

10.0 out of 10, Exceptional, (7)
"Great property right on Lauderdale Lakes and next door to Lauderdale landing. House was new, clean, and great for entertaining a large group. Briana was a fantastic host with lightning-quick responses. Couldn't recommend this property enough for larger groups looking to spend a few days on the lake."
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

Lake House with Hot Tub - Birding Paradise

9.0 out of 10, Wonderful, (10)
"A secluded lakefront property on a calm lake great for canoeing and kayaking, with easy access to Delavan and Williams Bay. Plenty of room for our 9-person multi-generational family. Well-outfitted kitchen made for easy meal preparation. Plenty to do in the house and on property as well: games, sports, and puzzles. Will definitely consider staying again."
Lake House with Hot Tub - Birding Paradise

Cozy Delafield Apartment - Walk to Lake!

9.8 out of 10, Exceptional, (8)
"Clean, had everything that one would expect in a fun weekend get away! There were 4 adults staying. 2 bedrooms, 1 bath and a living space with a small kitchen and living room configuration. Beautifully decorated! Snacks were provided, which was a nice surprise! Cute shops and nice dining experiences. "
Cozy Delafield Apartment - Walk to Lake!

THREE BEDROOM COTTAGE ACROSS FROM NATIONAL HISTORIC LANDMARK AZTALAN MOUNDS

10.0 out of 10, Exceptional, (46)
"The house is beautiful, clean, and comfortable. Stocked with everything you need and more. Great hosts to work with!"
THREE BEDROOM COTTAGE ACROSS FROM NATIONAL HISTORIC LANDMARK AZTALAN MOUNDS

3 Bedroom Okauchee Lake

9.2 out of 10, Wonderful, (10)
"Property description is accurate, yes you are staying above a very popular bar so you will hear the music late into the evening. We were there for a holiday weekend so this was just fine for us and our adult kids! Hosts communicated promptly and even provided a waffle bar and snacks! Loved being able to go downstairs and order food and drinks. We also walked to nearby restaurants, a perfect location to experience some lake life. Thank you!"
3 Bedroom Okauchee Lake

Cozy, private, cabin on a quiet lake.

9.8 out of 10, Exceptional, (60)
"Great first trip out. Hoping to come back when it’s warmer out to enjoy the lake more. "
Cozy, private, cabin on a quiet lake.

Lake Country Home · Hike · Bike · Fire Pit · Boating · Lauderdale Lakes

10.0 out of 10, Exceptional, (12)
"This property was perfect for a get together of adult siblings and cousins with lots is space for a variety of activities. The kitchen is exceptionally well supplied and large enough for several cooks. Jim and Sharon are great hosts."
Lake Country Home · Hike · Bike · Fire Pit · Boating · Lauderdale Lakes

Rock River Haven - charming, spacious, peaceful

10.0 out of 10, Exceptional, (31)
"This was the perfect spot to get together and have a nice quiet weekend with my family. Will definitely stay here again the next time I'm in town."
Rock River Haven - charming, spacious, peaceful

Log Cabin, two mins from Pewaukee Lake Boat Launch

10.0 out of 10, Exceptional, (15)
"Five of us stayed for the weekend. The house was great, the fire table in the patio in back was perfect for hanging out in the evenings. Spent a day on the lake, which was just down the road."
The price is €321
includes taxes & fees
2 Dec - 3 Dec
Log Cabin, two mins from Pewaukee Lake Boat Launch

LAKEFRONT HIDDEN GEM !

9.8 out of 10, Exceptional, (31)
"Great for the kids and felt like home!"
LAKEFRONT HIDDEN GEM !

Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

10.0 out of 10, Exceptional, (30)
"The house was beautiful. Well equipped and comfortable. Had a few elderly individual staying at the home, they were just a little scared of the stairs. (narrow stairs and curvy). Great location to the function all had to attend. Close to town and walkable. I would gladly use this VRBO again I loved the home!"
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
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 Oak Hill you may be interested in

The Ingleside Hotel

4.0 star property
8.6 out of 10, Excellent, (573)
"Beautiful hotel. Friendly staff. Clean and updated facility, well maintained. I only have one complaint, no microwave in the room. We wanted to heat up leftover food and had to eat it cold. I thought a microwave was pretty standard, but maybe they are fading out of hotels."
The price is €102
includes taxes & fees
1 Dec - 2 Dec
The Ingleside Hotel

Days Inn by Wyndham Johnson Creek

2.0 star property
7.4 out of 10, Good, (717)
"Our stay here went well. "
The price is €62
includes taxes & fees
1 Dec - 2 Dec
Days Inn by Wyndham Johnson Creek

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

2.5 star property
8.6 out of 10, Excellent, (1039)
"We loved our stay! "
The price is €74
includes taxes & fees
9 Dec - 10 Dec
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
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.

Frequently asked questions

Can I find holiday rentals in Oak Hill?

Yes, there are holiday rentals close to the most popular sights in Oak Hill, 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 Oak Hill has to offer?

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.: This holiday home rental outside of Oak Hill offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 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 wider area.

What’s a holiday rental in Oak Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oak Hill. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.