
Holiday rentals near Long Prairie Trail Trailhead
We found 661 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within close proximity to Long Prairie Trail Trailhead. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a hot tub and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Long Prairie Trail Trailhead
Showing deals for:7 Nov - 14 Nov
Image gallery for Elegant, charming, serene, & delightful home with huge fenced yard close to I90!

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
Loves Park, IL
12% off
Price is AU$3,428
AU$3,428
AU$490 per night
includes taxes & fees
Image gallery for Main Level King Suite! 1 block to Lake Access! Cozy Cottage

1010 out of 10 rating
Exceptional
(11 reviews)
Main Level King Suite! 1 block to Lake Access! Cozy Cottage
Delavan, WI
6% off
Price is AU$2,620
AU$2,620
AU$374 per night
includes taxes & fees
Image gallery for Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

1010 out of 10 rating
Exceptional
(15 reviews)
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Lake Geneva, WI
7% off
Price is AU$2,574
AU$2,574
AU$368 per night
includes taxes & fees
Image gallery for #2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE

1010 out of 10 rating
Exceptional
(25 reviews)
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Lake Geneva, WI
9% off
Price is AU$4,413
AU$4,413
AU$630 per night
includes taxes & fees
Image gallery for Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

1010 out of 10 rating
Exceptional
(8 reviews)
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Delavan, WI
8% off
Price is AU$12,598
AU$12,598
AU$1,800 per night
includes taxes & fees
Image gallery for Beautiful remodeled house a short walk to lake with shared pier.

9.29.2 out of 10 rating
Wonderful
(26 reviews)
Beautiful remodeled house a short walk to lake with shared pier.
Delavan, WI
7% off
Price is AU$3,370
AU$3,370
AU$481 per night
includes taxes & fees
Image gallery for 4 Bedroom 3 Bath Spacious House on Golf Course blocks from the Beach!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
4 Bedroom 3 Bath Spacious House on Golf Course blocks from the Beach!
Fontana, WI
9% off
Price is AU$6,155
AU$6,155
AU$879 per night
includes taxes & fees
Image gallery for Abbey Springs Resort on Geneva Lake - Updated Townhouse - Dog Friendly!

1010 out of 10 rating
Exceptional
(7 reviews)
Abbey Springs Resort on Geneva Lake - Updated Townhouse - Dog Friendly!
Fontana, WI
7% off
Price is AU$6,461
AU$6,461
AU$923 per night
includes taxes & fees
Image gallery for 2 bedroom suite with resort facilities.

1010 out of 10 rating
Exceptional
(56 reviews)
2 bedroom suite with resort facilities.
Lake Geneva, WI
8% off
Price is AU$2,085
AU$2,085
AU$298 per night
includes taxes & fees
Image gallery for Sleeps 22~Hot Tub~Gameroom~Theater~Gym~Lake Views

1010 out of 10 rating
Exceptional
(20 reviews)
Sleeps 22~Hot Tub~Gameroom~Theater~Gym~Lake Views
Rockford, IL
16% off
Price is AU$10,964
AU$10,964
AU$1,566 per night
includes taxes & fees
Image gallery for Stunning & Spacious Lookout Lodge |Half Acre Property |Floor-Ceiling Windows & Fireplace |Tree Views

1010 out of 10 rating
Exceptional
(6 reviews)
Stunning & Spacious Lookout Lodge |Half Acre Property |Floor-Ceiling Windows & Fireplace |Tree Views
Lake Geneva, WI
6% off
Price is AU$10,026
AU$10,026
AU$1,432 per night
includes taxes & fees
Image gallery for Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!

9.89.8 out of 10 rating
Exceptional
(116 reviews)
Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!
Fontana, WI
8% off
Price is AU$12,038
AU$12,038
AU$1,720 per night
includes taxes & fees
Image gallery for Tiny Red House near Lake Delavan

1010 out of 10 rating
Exceptional
(10 reviews)
Tiny Red House near Lake Delavan
Delavan, WI
8% off
Price is AU$3,589
AU$3,589
AU$513 per night
includes taxes & fees
Image gallery for Perfect home for your weekend Lake Geneva Getaway.

1010 out of 10 rating
Exceptional
(16 reviews)
Perfect home for your weekend Lake Geneva Getaway.
Lake Geneva, WI
8% off
Price is AU$4,566
AU$4,566
AU$652 per night
includes taxes & fees
Image gallery for The Tailor House

1010 out of 10 rating
Exceptional
(42 reviews)
The Tailor House
Woodstock, IL
14% off
Price is AU$2,570
AU$2,570
AU$367 per night
includes taxes & fees
Image gallery for Delavan Lakefront Access Guesthouse

1010 out of 10 rating
Exceptional
(8 reviews)
Delavan Lakefront Access Guesthouse
Delavan, WI
8% off
Price is AU$4,936
AU$4,936
AU$705 per night
includes taxes & fees
Image gallery for The Tiny Bay House - Romantic Hideaway

9.89.8 out of 10 rating
Exceptional
(20 reviews)
The Tiny Bay House - Romantic Hideaway
Williams Bay, WI
8% off
Price is AU$2,181
AU$2,181
AU$312 per night
includes taxes & fees
Image gallery for LAKE GENEVA HOME WITH POOL 2 BLOCKS FROM LAKE-BEACH-SWIM PIER

1010 out of 10 rating
Exceptional
(21 reviews)
LAKE GENEVA HOME WITH POOL 2 BLOCKS FROM LAKE-BEACH-SWIM PIER
Lake Geneva, WI
7% off
Price is AU$5,283
AU$5,283
AU$755 per night
includes taxes & fees
Image gallery for The Bay Constellation -Walk to Yerkes |Firepit |Pool Table|New Construction

1010 out of 10 rating
Exceptional
(7 reviews)
The Bay Constellation -Walk to Yerkes |Firepit |Pool Table|New Construction
Williams Bay, WI
6% off
Price is AU$5,806
AU$5,806
AU$829 per night
includes taxes & fees
Image gallery for Charming 2-bed bungalow 2 bed 1 bath house fenced yard washer and dryer private

1010 out of 10 rating
Exceptional
(5 reviews)
Charming 2-bed bungalow 2 bed 1 bath house fenced yard washer and dryer private
South Beloit, IL
12% off
Price is AU$1,468
AU$1,468
AU$210 per night
includes taxes & fees
Image gallery for Large In-Ground Heated Pool |Two-Tiered Deck |Built-In Brick FirePit |New Home |Separate Coach House

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Large In-Ground Heated Pool |Two-Tiered Deck |Built-In Brick FirePit |New Home |Separate Coach House
Williams Bay, WI
6% off
Price is AU$6,917
AU$6,917
AU$988 per night
includes taxes & fees
Image gallery for Newly renovated, cozy farmette! Pet Friendly!

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Newly renovated, cozy farmette! Pet Friendly!
Roscoe, IL
8% off
Price is AU$2,628
AU$2,628
AU$375 per night
includes taxes & fees
Image gallery for Fontana Fen Getaway |Upscale Lake-Country Vibe |Chef's Kitchen |King Suite |Rec Room |1 Mile to Lake

1010 out of 10 rating
Exceptional
(5 reviews)
Fontana Fen Getaway |Upscale Lake-Country Vibe |Chef's Kitchen |King Suite |Rec Room |1 Mile to Lake
Fontana, WI
6% off
Price is AU$3,438
AU$3,438
AU$491 per night
includes taxes & fees
Image gallery for Williams Bay beach cottage with hot tub on 2-acres

9.89.8 out of 10 rating
Exceptional
(39 reviews)
Williams Bay beach cottage with hot tub on 2-acres
Delavan, WI
8% off
Price is AU$7,399
AU$7,399
AU$1,057 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Long Prairie Trail Trailhead
Cozy home in Rockford Sleeps 8
Sleeps 8 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
17 reviews(17 reviews)
Entertainment Oasis Indoor Pool Spa Arcade Theatre
Sleeps 20 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25
Sleeps 25 · 9 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
155 reviews(155 reviews)
Riverfront cabin on Rock River
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
193 reviews(193 reviews)
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room
Sleeps 16 · 6 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 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