Holiday Rentals in Oak Hill

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Holiday Rentals in Oak Hill

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.

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

Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room

10.0 out of 10, Exceptional, (45)
"We had a great stay in March. Very beautiful home and perfect for all ages.We want to book again!"
Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room

Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

10.0 out of 10, Exceptional, (49)
"If we could give 11 stars, we would! Every attention to detail was thought of. The hosts even dropped off an amazing charcuterie board on our arrival. We loved the themed rooms and historical information throughout the house. Would love to stay here again in the summer when we can take advantage of the location on the water. Our young adults loved the Eagle’s Nest and what a beautiful view!"
The price is €856
includes taxes & fees
14 Apr - 15 Apr
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

Private and Secluded 3-bedroom cabin

Private and Secluded 3-bedroom cabin

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 €409
includes taxes & fees
30 Mar - 31 Mar
comfortably sleeps 10 guests

Greenstone Cottage

10.0 out of 10, Exceptional, (16)
"Loved the property . Would recommend "
Greenstone Cottage

We just moved here from A#^bnb! 5 star reviews & Guest Favorite! Check us out!

10.0 out of 10, Exceptional, (1)
"We had a very lovely weekend. The property was well kept and very comfortable and had all of the amenities you could need to enjoy your stay."
We just moved here from A#^bnb! 5 star reviews & Guest Favorite! Check us out!

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

9.8 out of 10, Exceptional, (94)
"A beautiful and very spacious house. It was wonderful spending Christmas here. Highly recommend!"
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

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

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

10.0 out of 10, Exceptional, (16)
"The house was VERY CLEAN & BEAUTIFUL!! The view ia amazing! There are high-end furnishings throughout the house. We were in town for March Madness & it was a short drive to Milwaukee. Lots of restaurants close by. We definitely would stay here again! "
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

Beautiful Historic Tudor Mansion with sandy Private Beach

9.6 out of 10, Exceptional, (30)
"We had a big crew that loves to play pickleball, jump in the pool, and blow some steam off in the sauna after an active day at the house that has it all!"
Beautiful Historic Tudor Mansion with sandy Private Beach

Luxury downtown Living just 3 minutes from hospital!

10.0 out of 10, Exceptional, (4)
"This property has everything you could want. The atea is close to eveything you could want or need."
Luxury downtown Living just 3 minutes from hospital!

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (25)
"The house was awesome , nice neighborhood great view from kitchen. easy to get around the city. perfect place to call home while we were there. "
Beautiful Waukesha Home

"PHANTOM'S COVE": LAKE FRONT RETREAT ON UPPER PHANTOM LAKE

9.8 out of 10, Exceptional, (52)
"Property was so inviting and comfortable. The views of Phantom Lake were wonderful. Also, quiet and peaceful."
"PHANTOM'S COVE": LAKE FRONT RETREAT ON UPPER PHANTOM LAKE

Okauchee Lake Vacation Rental w/ Boat Dock!

9.6 out of 10, Exceptional, (4)
"The good: Outside: the dock, swim pad, accessories, deck, outdoor furniture, neighborhood, location. Inside: everything worked, A/C was mostly sufficient with fan blowing into bedroom. The not so good: there is clearly a known ant problem on the center peninsula of the kitchen, saw spray in the utility room. Could use a thorough going-through for bugs, cobwebs, pet hair e Overall: for the location and price, this is a decent value if you're spending most of your time outside. Bring your own...
Okauchee Lake Vacation Rental w/ Boat Dock!

Waterfront, Hand-Crafted Log Cabin |Sandy Beach |Dock |5200 Sq Ft |3.5 Acres |Stone Fireplace |Views

10.0 out of 10, Exceptional, (1)
"It is a beautiful, large house with a lovely view of the lake and nice set up for little kids. We were 3 families with 5 kids under 3yr old so appreciated the built in gates at the top of each staircase, the kid sized table, the grassy lawn, and sandy beach area. There was plenty of room for us to gather inside, for for a few people to be working in the kitchen, or to find a quiet space to relax. I look forward to going back when the kids are a bit older to make more use of the bunk room. It was...
Waterfront, Hand-Crafted Log Cabin |Sandy Beach |Dock |5200 Sq Ft |3.5 Acres |Stone Fireplace |Views

Nagawicka Woods-Beautiful Lake Country Ranch Home

10.0 out of 10, Exceptional, (72)
"Nice spacious cozy home! Plenty of room. The house is very clean. "
Nagawicka Woods-Beautiful Lake Country Ranch Home

Lake Nagawicka Home - 2 Blocks to Boat Launch

9.8 out of 10, Exceptional, (36)
"A great house in a great location."
Lake Nagawicka Home - 2 Blocks to Boat Launch
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, (602)
"The staff was great. The front desk person and possibly was management was very accommodating and appreciated that gesture. Loved the stay. Will definitely recommend to others. My kids had a great weekend. Thank you. "
The price is €112
includes taxes & fees
13 Apr - 14 Apr
The Ingleside Hotel

Holiday Inn Express & Suites Delafield by IHG

2.5 star property
9.4 out of 10, Exceptional, (498)
"Thank you"
The price is €108
includes taxes & fees
3 Apr - 4 Apr
Holiday Inn Express & Suites Delafield by IHG

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

3.0 star property
8.6 out of 10, Excellent, (1063)
"It was good. They wanted $25.00 to check out an hour late."
The price is €93
includes taxes & fees
30 Mar - 31 Mar
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?

Cozy, private, cabin on a quiet lake. : This holiday home rental outside of Oak Hill is located on a lake, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Family Camp Beach. 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.