Holiday rentals near Oconomowoc Gallery
We found 157 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Oconomowoc Gallery that can be your home away from home. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Oconomowoc Gallery
Showing deals for:14 Nov - 21 Nov
Image gallery for Adorable lake house retreat - steps from the lake and restaurants!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Adorable lake house retreat - steps from the lake and restaurants!
Pewaukee, WI
8% off
Price is AU$3,568
AU$3,568
AU$510 per night
includes taxes & fees
Image gallery for Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
1010 out of 10 rating
Exceptional
(27 reviews)
Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
Sullivan, WI
8% off
Price is AU$16,364
AU$16,364
AU$2,338 per night
includes taxes & fees
Image gallery for Take a short walk on the Ice Age Trail to Pike Lake State Park, 5 min away.
1010 out of 10 rating
Exceptional
(23 reviews)
Take a short walk on the Ice Age Trail to Pike Lake State Park, 5 min away.
Hartford, WI
8% off
Price is AU$2,074
AU$2,074
AU$296 per night
includes taxes & fees
Image gallery for Eclectic Hubertus Home w/ Game Room & Fire Pit!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus, WI
11% off
Price is AU$4,287
AU$4,287
AU$612 per night
includes taxes & fees
Image gallery for Rock River Haven - charming, spacious, peaceful
1010 out of 10 rating
Exceptional
(36 reviews)
Rock River Haven - charming, spacious, peaceful
Watertown, WI
8% off
Price is AU$1,988
AU$1,988
AU$284 per night
includes taxes & fees
Image gallery for You found a Gem! Emmersed in seclusion close to it all,4 BRDM SLEEPS 12!
9.89.8 out of 10 rating
Exceptional
(39 reviews)
You found a Gem! Emmersed in seclusion close to it all,4 BRDM SLEEPS 12!
Brookfield, WI
7% off
Price is AU$3,938
AU$3,938
AU$563 per night
includes taxes & fees
Image gallery for ✨ Chic Retreat with Fire Pit- Near Downtown & Weddings Venues ✨
1010 out of 10 rating
Exceptional
(15 reviews)
✨ Chic Retreat with Fire Pit- Near Downtown & Weddings Venues ✨
Oconomowoc, WI
8% off
Price is AU$4,477
AU$4,477
AU$640 per night
includes taxes & fees
Image gallery for Charming remodeled 2-bedroom furnished home in safe, delightful Menomonee Falls
1010 out of 10 rating
Exceptional
(9 reviews)
Charming remodeled 2-bedroom furnished home in safe, delightful Menomonee Falls
Menomonee Falls, WI
8% off
Price is AU$1,880
AU$1,880
AU$269 per night
includes taxes & fees
Image gallery for Charming 4-bedroom house steps from Pewaukee Lake Beach, shops & restaurants
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Charming 4-bedroom house steps from Pewaukee Lake Beach, shops & restaurants
Pewaukee, WI
13% off
Price is AU$4,196
AU$4,196
AU$599 per night
includes taxes & fees
Image gallery for Beautiful Family Home on Quiet Lake Ashippun
1010 out of 10 rating
Exceptional
(24 reviews)
Beautiful Family Home on Quiet Lake Ashippun
Oconomowoc, WI
9% off
Price is AU$4,910
AU$4,910
AU$701 per night
includes taxes & fees
Image gallery for Rustic large log home w/3 full baths in country; midway between Madison & Milw
1010 out of 10 rating
Exceptional
(8 reviews)
Rustic large log home w/3 full baths in country; midway between Madison & Milw
Johnson Creek, WI
8% off
Price is AU$2,395
AU$2,395
AU$342 per night
includes taxes & fees
Image gallery for Moose Lake Home Property near Erin Hills Golf Course with Boathouse and Gazebo
1010 out of 10 rating
Exceptional
(6 reviews)
Moose Lake Home Property near Erin Hills Golf Course with Boathouse and Gazebo
Nashotah, WI
8% off
Price is AU$2,472
AU$2,472
AU$353 per night
includes taxes & fees
Image gallery for Sunsets on the lake at Mill Pond Cottage-Pickleball, Water Sports, Hiking &more
1010 out of 10 rating
Exceptional
(131 reviews)
Sunsets on the lake at Mill Pond Cottage-Pickleball, Water Sports, Hiking &more
Hustisford, WI
8% off
Price is AU$3,266
AU$3,266
AU$467 per night
includes taxes & fees
Image gallery for Nagawicka Woods-Beautiful Lake Country Ranch Home
1010 out of 10 rating
Exceptional
(76 reviews)
Nagawicka Woods-Beautiful Lake Country Ranch Home
Delafield, WI
8% off
Price is AU$2,322
AU$2,322
AU$332 per night
includes taxes & fees
Image gallery for Modern well stocked with all the comforts of home and a special promo on now!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Modern well stocked with all the comforts of home and a special promo on now!
Watertown, WI
8% off
Price is AU$1,976
AU$1,976
AU$282 per night
includes taxes & fees
Image gallery for 3 Bedroom Okauchee Lake
9.69.6 out of 10 rating
Exceptional
(14 reviews)
3 Bedroom Okauchee Lake
Oconomowoc, WI
8% off
Price is AU$4,013
AU$4,013
AU$573 per night
includes taxes & fees
Image gallery for Delafield Darling • King Suite + Bonus Queen • Downtown & Dreamy
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Delafield Darling • King Suite + Bonus Queen • Downtown & Dreamy
Delafield, WI
8% off
Price is AU$3,094
AU$3,094
AU$442 per night
includes taxes & fees
Image gallery for Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
1010 out of 10 rating
Exceptional
(35 reviews)
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Oconomowoc, WI
8% off
Price is AU$7,427
AU$7,427
AU$1,061 per night
includes taxes & fees
Image gallery for Delafield Vacation Rental Near Lakes & Parks!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Delafield Vacation Rental Near Lakes & Parks!
Delafield, WI
6% off
Price is AU$2,285
AU$2,285
AU$326 per night
includes taxes & fees
Image gallery for Eagle Springs Lake Vacation Home
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Eagle Springs Lake Vacation Home
Eagle, WI
32% off
Price is AU$2,637
AU$2,637
AU$377 per night
includes taxes & fees
Image gallery for Lakefront Retreat - Private Dock, Fire Pit & Panoramic Sunset Views
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Lakefront Retreat - Private Dock, Fire Pit & Panoramic Sunset Views
Nashotah, WI
8% off
Price is AU$2,548
AU$2,548
AU$364 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Oconomowoc Gallery
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Sleeps 16 · 7 bedrooms · 6+ bathrooms
8.08.0 out of 10
Very goodvery good
4 reviews(4 reviews)
Lake Vacation/Hunters Lake in Dousman,WI, Milwaukee, Delafield, Oconomoc, Wales
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
86 reviews(86 reviews)
Family Retreat, private, large, great for multi-family, company retreat, wedding
Sleeps 36 · 11 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Sleeps 16 · 8 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Waterfront Lake Cottage - Upper Nemahbin Lake
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Sleeps 12 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value