Holiday rentals near Long Prairie Trail Trailhead
We found 657 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:14 Nov - 21 Nov
Image gallery for Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
Loves Park, IL
12% off
Price is S$2,881
S$2,881
S$412 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 S$2,078
S$2,078
S$297 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 S$2,097
S$2,097
S$300 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
7% off
Price is S$11,103
S$11,103
S$1,586 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
8% off
Price is S$3,421
S$3,421
S$489 per night
includes taxes & fees
Image gallery for THE ULTIMATE 6 BEDROOM LAKEHOUSE
9.89.8 out of 10 rating
Exceptional
(35 reviews)
THE ULTIMATE 6 BEDROOM LAKEHOUSE
Lake Geneva, WI
16% off
Price is S$9,583
S$9,583
S$1,369 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 S$2,833
S$2,833
S$405 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 S$1,754
S$1,754
S$251 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 S$5,173
S$5,173
S$739 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 S$3,838
S$3,838
S$548 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 S$9,398
S$9,398
S$1,343 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 S$7,495
S$7,495
S$1,071 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 S$3,017
S$3,017
S$431 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 S$4,439
S$4,439
S$634 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 S$4,673
S$4,673
S$668 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 S$1,259
S$1,259
S$180 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 S$4,149
S$4,149
S$593 per night
includes taxes & fees
Image gallery for Interlaken Villa w/ Patio, Steps to Ridge Resort!
1010 out of 10 rating
Exceptional
(12 reviews)
Interlaken Villa w/ Patio, Steps to Ridge Resort!
Lake Geneva, WI
9% off
Price is S$1,509
S$1,509
S$216 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 S$2,207
S$2,207
S$315 per night
includes taxes & fees
Image gallery for Charming 3bedroom house, pets welcome close to Beloit Janesville Roscoe Rockford
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Charming 3bedroom house, pets welcome close to Beloit Janesville Roscoe Rockford
South Beloit, IL
25% off
Price is S$1,523
S$1,523
S$218 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 S$2,736
S$2,736
S$391 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 S$10,604
S$10,604
S$1,515 per night
includes taxes & fees
Image gallery for Room for 10 adults and only 5 minites to downtown Lake Geneva.
1010 out of 10 rating
Exceptional
(10 reviews)
Room for 10 adults and only 5 minites to downtown Lake Geneva.
Lake Geneva, WI
8% off
Price is S$6,345
S$6,345
S$906 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
(40 reviews)
Williams Bay beach cottage with hot tub on 2-acres
Delavan, WI
8% off
Price is S$5,877
S$5,877
S$840 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
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)
Cozy home in Rockford Sleeps 8
Sleeps 8 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
18 reviews(18 reviews)
Entertainment Oasis Indoor Pool Spa Arcade Theatre
Sleeps 20 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
55 reviews(55 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
157 reviews(157 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