
Holiday rentals near Osmond Park
We found 189 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within close proximity to Osmond Park. Holiday homes offer the best amenities for you and your friends, family or even pets, such as parking and a fireplace. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Osmond Park
Showing deals for:21 Nov - 28 Nov
Image gallery for Twin Lakes Escape |Lake Mary Lakefront |Private Pier |Swim |Views Throughout |Gas Fireplace |Firepit

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Twin Lakes Escape |Lake Mary Lakefront |Private Pier |Swim |Views Throughout |Gas Fireplace |Firepit
Twin Lakes, WI
6% off
Price is S$8,095
S$8,095
S$1,156 per night
includes taxes & fees
Image gallery for Lake House ON the Water! Unbelievable Views! Hot tub! Kayaks! NEWLY RENOVATED!

1010 out of 10 rating
Exceptional
(19 reviews)
Lake House ON the Water! Unbelievable Views! Hot tub! Kayaks! NEWLY RENOVATED!
Salem, WI
8% off
Price is S$4,691
S$4,691
S$670 per night
includes taxes & fees
Image gallery for The Lodge, Sweet Waterfront Cottage, Separate Unit

9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Lodge, Sweet Waterfront Cottage, Separate Unit
Antioch, IL
8% off
Price is S$9,310
S$9,310
S$1,330 per night
includes taxes & fees
Image gallery for Long Lake Lodge. The perfect getaway for friends + family. 1hr from Chi + MKE

1010 out of 10 rating
Exceptional
(13 reviews)
Long Lake Lodge. The perfect getaway for friends + family. 1hr from Chi + MKE
Long Lake, IL
12% off
Price is S$3,040
S$3,040
S$434 per night
includes taxes & fees
Image gallery for Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

1010 out of 10 rating
Exceptional
(35 reviews)
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Salem, WI
12% off
Price is S$1,581
S$1,581
S$226 per night
includes taxes & fees
Image gallery for Stunning views and amazing sunsets at the lake!

9.89.8 out of 10 rating
Exceptional
(55 reviews)
Stunning views and amazing sunsets at the lake!
Fox Lake, IL
8% off
Price is S$4,832
S$4,832
S$690 per night
includes taxes & fees
Image gallery for This is a VACATION spot with a million dollar view!

9.89.8 out of 10 rating
Exceptional
(14 reviews)
This is a VACATION spot with a million dollar view!
Fox Lake, IL
8% off
Price is S$4,385
S$4,385
S$626 per night
includes taxes & fees
Image gallery for Twin Lakes Dog Friendly Home |Wooded Backyard |Balcony |Short Drive to Alpine & Wilmot Ski Resorts

9.49.4 out of 10 rating
Exceptional
(12 reviews)
Twin Lakes Dog Friendly Home |Wooded Backyard |Balcony |Short Drive to Alpine & Wilmot Ski Resorts
Twin Lakes, WI
6% off
Price is S$1,748
S$1,748
S$250 per night
includes taxes & fees
Image gallery for Beautiful Lakehouse sleeps 12. Boat,fish kayaks, hot tub, pets. Wilmot ski,tube

9.69.6 out of 10 rating
Exceptional
(60 reviews)
Beautiful Lakehouse sleeps 12. Boat,fish kayaks, hot tub, pets. Wilmot ski,tube
Bristol, WI
28% off
Price is S$4,372
S$4,372
S$625 per night
includes taxes & fees
Image gallery for Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

9.69.6 out of 10 rating
Exceptional
(20 reviews)
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
McHenry, IL
8% off
Price is S$3,592
S$3,592
S$513 per night
includes taxes & fees
Image gallery for Pet Friendly Huge Lake Front Home with Stunning Views

9.89.8 out of 10 rating
Exceptional
(49 reviews)
Pet Friendly Huge Lake Front Home with Stunning Views
Round Lake, IL
8% off
Price is S$5,193
S$5,193
S$742 per night
includes taxes & fees
Image gallery for Beautiful Spacious Escape On The Chain O'Lakes

9.29.2 out of 10 rating
Wonderful
(59 reviews)
Beautiful Spacious Escape On The Chain O'Lakes
Fox Lake, IL
6% off
Price is S$3,418
S$3,418
S$488 per night
includes taxes & fees
Image gallery for Entire Lake Villa Home!

9.49.4 out of 10 rating
Exceptional
(42 reviews)
Entire Lake Villa Home!
Round Lake, IL
8% off
Price is S$3,514
S$3,514
S$502 per night
includes taxes & fees
Image gallery for Waterfront home with private hot tub and pier on Lake Elizabeth!

1010 out of 10 rating
Exceptional
(13 reviews)
Waterfront home with private hot tub and pier on Lake Elizabeth!
Twin Lakes, WI
12% off
Price is S$5,717
S$5,717
S$817 per night
includes taxes & fees
Image gallery for Huge Lake Retreat Spa near Lk Geneva, Wilmot, Gurnee- Swimming, Fishing, Boating

1010 out of 10 rating
Exceptional
(38 reviews)
Huge Lake Retreat Spa near Lk Geneva, Wilmot, Gurnee- Swimming, Fishing, Boating
Bristol, WI
8% off
Price is S$8,367
S$8,367
S$1,195 per night
includes taxes & fees
Image gallery for Country Retreat- Salem WI- 4 Bdrm 2.5 Bath

1010 out of 10 rating
Exceptional
(23 reviews)
Country Retreat- Salem WI- 4 Bdrm 2.5 Bath
Salem, WI
8% off
Price is S$4,874
S$4,874
S$696 per night
includes taxes & fees
Image gallery for Lakefront Oasis w/ 2 fire pits, game room & kayaks

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Lakefront Oasis w/ 2 fire pits, game room & kayaks
Fox Lake, IL
8% off
Price is S$9,080
S$9,080
S$1,297 per night
includes taxes & fees
Image gallery for Lake Retreat with Hot Tub and Kyaks near Great Lakes Naval, Great America

1010 out of 10 rating
Exceptional
(10 reviews)
Lake Retreat with Hot Tub and Kyaks near Great Lakes Naval, Great America
Round Lake, IL
8% off
Price is S$4,920
S$4,920
S$703 per night
includes taxes & fees
Image gallery for Pelican LakeHouse w/boat slip & sauna - sleeps 4

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Pelican LakeHouse w/boat slip & sauna - sleeps 4
Spring Grove, IL
8% off
Price is S$1,831
S$1,831
S$262 per night
includes taxes & fees
Image gallery for 2BR Lake House - Stunning Views - Lake Toys - Screen Room - K Bed - Dog Friendly

1010 out of 10 rating
Exceptional
(9 reviews)
2BR Lake House - Stunning Views - Lake Toys - Screen Room - K Bed - Dog Friendly
Trevor, WI
8% off
Price is S$3,398
S$3,398
S$485 per night
includes taxes & fees
Image gallery for Chain O' Lakes Waterfront Getaway Home

1010 out of 10 rating
Exceptional
(25 reviews)
Chain O' Lakes Waterfront Getaway Home
Fox Lake, IL
8% off
Price is S$2,578
S$2,578
S$368 per night
includes taxes & fees
Image gallery for SPACIOUS and Stylish Lakefront Retreat, Views, Fireworks!, Fire pit

9.49.4 out of 10 rating
Exceptional
(29 reviews)
SPACIOUS and Stylish Lakefront Retreat, Views, Fireworks!, Fire pit
Fox Lake, IL
8% off
Price is S$6,763
S$6,763
S$966 per night
includes taxes & fees
Image gallery for Windjammer, Lakefront Home-Away-From-Home!!!

1010 out of 10 rating
Exceptional
(13 reviews)
Windjammer, Lakefront Home-Away-From-Home!!!
Antioch, IL
8% off
Price is S$10,365
S$10,365
S$1,481 per night
includes taxes & fees
Image gallery for Lakefront Cottage with Gorgeous Sunsets

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Lakefront Cottage with Gorgeous Sunsets
Fox Lake, IL
8% off
Price is S$1,830
S$1,830
S$261 per night
includes taxes & fees
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Find the best place to stay - Osmond Park
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Sleeps 14 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
241 reviews(241 reviews)
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Sleeps 16 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
209 reviews(209 reviews)
Lake Michigan Waterfront Designer Villa
Sleeps 14 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Sleeps 20, 3 Kings, great fishing. Weekly only from mid-June till late Aug.
Sleeps 20 · 7 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
Wisconsin Treehouse Getaway!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms
Sleeps 30 · 9 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
39 reviews(39 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