Holiday rentals near Maple Wayside Trailhead
We found 391 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Maple Wayside Trailhead that can be your home away from home. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include air conditioning and a pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Maple Wayside Trailhead
Showing deals for:19 Sept - 26 Sept
Image gallery for Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
1010 out of 10 rating
Exceptional
(25 reviews)
Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
Sullivan, WI
9% off
Price is AU$18,270
AU$18,270
AU$2,610 per night
includes taxes & fees
Image gallery for "PHANTOM'S COVE": LAKE FRONT RETREAT ON UPPER PHANTOM LAKE
9.89.8 out of 10 rating
Exceptional
(52 reviews)
"PHANTOM'S COVE": LAKE FRONT RETREAT ON UPPER PHANTOM LAKE
Mukwonago, WI
8% off
Price is AU$7,829
AU$7,829
AU$1,118 per night
includes taxes & fees
Image gallery for 3 Bedroom Okauchee Lake
9.29.2 out of 10 rating
Wonderful
(10 reviews)
3 Bedroom Okauchee Lake
Oconomowoc, WI
8% off
Price is AU$4,025
AU$4,025
AU$575 per night
includes taxes & fees
Image gallery for Beautiful Family Home on Quiet Lake Ashippun
1010 out of 10 rating
Exceptional
(16 reviews)
Beautiful Family Home on Quiet Lake Ashippun
Oconomowoc, WI
9% off
Price is AU$4,927
AU$4,927
AU$704 per night
includes taxes & fees
Image gallery for Spacious Pewaukee Lake/ Pier Access Home
8.68.6 out of 10 rating
Excellent
(11 reviews)
Spacious Pewaukee Lake/ Pier Access Home
Pewaukee, WI
8% off
Price is AU$6,961
AU$6,961
AU$994 per night
includes taxes & fees
Image gallery for 4BD House, Your Central Suburban Oasis, City Lights, Quiet Nights
9.29.2 out of 10 rating
Wonderful
(14 reviews)
4BD House, Your Central Suburban Oasis, City Lights, Quiet Nights
Milwaukee, WI
11% off
Price is AU$3,609
AU$3,609
AU$516 per night
includes taxes & fees
Image gallery for Waterfront Lake Cottage - Upper Nemahbin Lake
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Waterfront Lake Cottage - Upper Nemahbin Lake
Oconomowoc, WI
16% off
Price is AU$3,475
AU$3,475
AU$496 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
(5 reviews)
Moose Lake Home Property near Erin Hills Golf Course with Boathouse and Gazebo
Nashotah, WI
8% off
Price is AU$2,480
AU$2,480
AU$354 per night
includes taxes & fees
Image gallery for Vine Street Home
1010 out of 10 rating
Exceptional
(47 reviews)
Vine Street Home
Milwaukee, WI
15% off
Price is AU$1,868
AU$1,868
AU$267 per night
includes taxes & fees
Image gallery for Wooded Hills/Indoor Pool/Hot Tub/Arcade
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Sussex, WI
13% off
Price is AU$10,648
AU$10,648
AU$1,521 per night
includes taxes & fees
Image gallery for Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
1010 out of 10 rating
Exceptional
(100 reviews)
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
Eagle, WI
8% off
Price is AU$4,247
AU$4,247
AU$607 per night
includes taxes & fees
Image gallery for W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
1010 out of 10 rating
Exceptional
(13 reviews)
W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
Muskego, Wisconsin
13% off
Price is AU$2,169
AU$2,169
AU$310 per night
includes taxes & fees
Image gallery for W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants
9.69.6 out of 10 rating
Exceptional
(5 reviews)
W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants
Muskego, Wisconsin
13% off
Price is AU$3,758
AU$3,758
AU$537 per night
includes taxes & fees
Image gallery for Central Tosa home near downtown, state fair, froedtert
1010 out of 10 rating
Exceptional
(17 reviews)
Central Tosa home near downtown, state fair, froedtert
Milwaukee, WI
7% off
Price is AU$2,503
AU$2,503
AU$358 per night
includes taxes & fees
Image gallery for 3 BR-2Q 2T Beds, 1 bath home walk to State Fair, close to Brewers, & Zoo.
9.89.8 out of 10 rating
Exceptional
(14 reviews)
3 BR-2Q 2T Beds, 1 bath home walk to State Fair, close to Brewers, & Zoo.
Milwaukee, WI
10% off
Price is AU$1,830
AU$1,830
AU$261 per night
includes taxes & fees
Image gallery for Historic Delafield - King Bed - City views from front porch- Nagawicka Lake
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Historic Delafield - King Bed - City views from front porch- Nagawicka Lake
Delafield, WI
8% off
Price is AU$3,666
AU$3,666
AU$524 per night
includes taxes & fees
Image gallery for Rock River Haven - charming, spacious, peaceful
1010 out of 10 rating
Exceptional
(34 reviews)
Rock River Haven - charming, spacious, peaceful
Watertown, WI
7% off
Price is AU$2,030
AU$2,030
AU$290 per night
includes taxes & fees
Image gallery for Whiskey Haus
1010 out of 10 rating
Exceptional
(10 reviews)
Whiskey Haus
Village of Germantown, WI
8% off
Price is AU$1,822
AU$1,822
AU$260 per night
includes taxes & fees
Image gallery for Wonderful craftsman home in Wauwatosa
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Wonderful craftsman home in Wauwatosa
Milwaukee, WI
8% off
Price is AU$2,982
AU$2,982
AU$426 per night
includes taxes & fees
Image gallery for Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill
9.89.8 out of 10 rating
Exceptional
(96 reviews)
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill
Mukwonago, WI
8% off
Price is AU$6,117
AU$6,117
AU$874 per night
includes taxes & fees
Image gallery for ✺ La Casita ✺ 3 Bedrooms ✺ Spacious Parking ✺
9.69.6 out of 10 rating
Exceptional
(12 reviews)
✺ La Casita ✺ 3 Bedrooms ✺ Spacious Parking ✺
Milwaukee, WI
8% off
Price is AU$2,115
AU$2,115
AU$302 per night
includes taxes & fees
Image gallery for Pet-friendly, Kid-friendly Farmhouse near Holy Hill, Ice Age Trail, State Forest
1010 out of 10 rating
Exceptional
(19 reviews)
Pet-friendly, Kid-friendly Farmhouse near Holy Hill, Ice Age Trail, State Forest
Hubertus, WI
13% off
Price is AU$3,290
AU$3,290
AU$470 per night
includes taxes & fees
Image gallery for Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
1010 out of 10 rating
Exceptional
(33 reviews)
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Oconomowoc, WI
8% off
Price is AU$7,750
AU$7,750
AU$1,107 per night
includes taxes & fees
Image gallery for Oak Park Bliss: 3BR, 2BA Gem
1010 out of 10 rating
Exceptional
(11 reviews)
Oak Park Bliss: 3BR, 2BA Gem
Milwaukee, WI
7% off
Price is AU$2,442
AU$2,442
AU$349 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Maple Wayside Trailhead
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)
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Sleeps 12 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
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
1 review(1 review)
Lake Vacation/Hunters Lake in Dousman,WI, Milwaukee, Delafield, Oconomoc, Wales
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
Waterfront Lake Cottage - Upper Nemahbin Lake
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Sleeps 12 · 4 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
159 reviews(159 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