Holiday rentals in Wolcott

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Top-rated holiday rentals in Wolcott

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Knox

4.93 out of 5 average rating, 14 reviews

CREW House on the lake #hottub #Parents&Kids love

Have fun with the whole family at this stylish place. No streets to cross to get to the lake. Use our dock to tie up your boat or just chill on the little beach, kayak, paddle board or canoe. Lakeside fun awaits. Inside you can gather for a movie with a super comfy couch, play a game at our enormous dining table or prepare dinner in the full kitchen. The beds are comfy with luxury linens. Great for girls trips, guys trips, multi family stays, families with kids people who like water & sand.

Superhost

Apartment in Culver

4.73 out of 5 average rating, 67 reviews

Modern Lakeside Condo

Kick back and relax in this stylish, 800 sq. ft., single-story condo with a private patio steps away from beautiful Lake Maxinkuckee. Enjoy both the sunsets and sunrises in all their midwestern glory. Fully remodeled with a modern design in mind. This unit is located at The Culver Cove, and features multiple private beaches, outdoor seating, and lounge chairs. The property also includes an indoor pool and hot tub. The location is a short distance to downtown restaurants, shops, and sights.

Guest favourite

Flat in Knox

5 out of 5 average rating, 20 reviews

Apartment by Bass Lake Beach (Unit B)

With the calm waters of Bass Lake just steps away, you may never want to leave this 3-bedroom, 1-bath vacation rental! With a comfortable open floor plan, a fully equipped kitchen, and an unbeatable location just a short walk away from the beach, this apartment is the perfect place to host your trip to Bass Lake. Spend your days enjoying the beach and other close attractions before heading back to cozy up by the fire pit (wood not provided). There is another bookable vacation rental on-site.

Guest favourite

Home in Monticello

5 out of 5 average rating, 13 reviews

Lakeside Bliss: Wonderful Lake Views & Access

Welcome to your lakeside retreat! Newly renovated 2bedroom, 2bath gem offers modern comfort and stunning lake views. Spacious living area flooded with natural light, fully equipped kitchen for easy meal prep, and dining area with breathtaking views. Both bedrooms boast cozy linens and plush bedding, ensuring a tranquil night's rest. Direct lake access for swimming, fishing, or basking in the sun on the private dock. Roll-away bed can fit in any bedroom and queen size air mattress available.

Guest favourite

Home in Knox

5 out of 5 average rating, 15 reviews

Cozy Lakefront home on beautiful Bass Lake, IN

Welcome to The Lakehouse & Cabana on beautiful Bass Lake, IN. Step in to our cozy home for a relaxing stay, taking in all the views of calming waters and nature on display. A weekend getaway, or maybe a little longer stay, this location offers the perfect escape for rejuvenation. Enjoy a bonfire to warm up an evening gathering, while sipping on some hot cocoa. If fishing is on your list of favorite activities, our cove allows for a great catch! *Cabana space facing the lakefront now open

Guest favourite

Home in Culver

4.84 out of 5 average rating, 191 reviews

Perfect spot: 3 FULL baths, 4 bedrooms

All photos are 2025. 4 large bedrooms, 3 FULL bathrooms all separate from bedrooms. Easy walking to academy, Lake Max, ALL restaurants & stores within 2 blocks. Big yard/large deck w/ grill for bbqs. Washer/dryer, DISH, WiFi. 1 bedroom, 1 full bath downstairs, no stairs for either for older or special needs. 1-night weekday rental ONLY allowed in winter. Central Air + additional room units if someone wants even cooler for sleeping. Annual leader in return rentals in Culver for a reason.

Guest favourite

Home in Danville

5 out of 5 average rating, 16 reviews

Gorgeous 12 Person Lake House! 5 BDRMs & 4 Baths!

Experience lake living at its finest at this stylish rustic mid-century lake house. Whether you're planning a family vacation, a friend reunion or just a quick escape, Casa Del Lago is your spot! The spacious home sits on Lake Vermilion, one of Illinois' most stocked fishing lakes. Enjoy all that nature has to offer w/o sacrificing modern convenience! In a peaceful area of town you'll be surrounded by nature & wildlife. We also offer a 10 person Pontoon Boat for an additional fee.

Guest favourite

Home in Momence

4.96 out of 5 average rating, 164 reviews

Riverfront Oasis: Parks+ Kayaks+Relaxation Await!

Escape to this beautifully renovated 3-bedroom home with stunning Kankakee River views! Relax on the spacious deck or riverside patio while enjoying wildlife and peaceful scenery. Steps from Conrad Park and Island Park, you can stroll to local restaurants and shops. With all the comforts of home and just 50 miles from Chicago, it’s perfect for a getaway. Need more room? Book the cozy cabin next door tha hosts 4 more people! Your riverside retreat awaits—reserve your stay today!

Superhost

Treehouse in Attica

4.87 out of 5 average rating, 55 reviews

Hot Tub,pets allowed,on creek,3 mi from Badlands

**Great News: The Hot Tub is back Up and Running!** 5.5 acres with views and deck on Big Shawnee Creek & next to historic Rob Roy covered bridge. A 5-minute drive to the Badlands, Portland Arch+ Turkey Run State Park only 20 minutes away! 2 comfy bedrooms -a master suite with a king bed and 2nd room with a queen bed and a bunk bed (full on the bottom, twin on top). Enjoy a hot tub, fireplace, swing set plus a giant TV equipped with HBO, Netflix, and Starlink WiFi.

Guest favourite

Home in Camden

5 out of 5 average rating, 11 reviews

Cozy Cottage

Camden is in a small farming community in Carroll County. You may even see a horse and buggy go by in the morning. We have a great breakfast and lunch place 2 blocks away. Outside of town you have to visit the 218 Market that has great baked goods and lots of other goodies. Delphi is 7 miles away and has several good restaurants, trails to hike and the Wabash & Erie Canal Center. We are a short drive to Lafayette and Purdue via the Heartland highway.

Guest favourite

Cabin in Rensselaer

5 out of 5 average rating, 54 reviews

Brightstone Lake Cabin 1

Escape to our enchanting lakeside cabin nestled on a sprawling 65-acre property, boasting a private 18-acre lake. Immerse yourself in the serenity as you swim in pristine waters, explore scenic hiking trails, and unwind in the comfort of our cozy cabin. Fishing enthusiasts will delight in the abundant catches. Experience the perfect blend of tranquility and adventure. Book now, for an unforgettable getaway!

Superhost

Home in Manteno

4.83 out of 5 average rating, 12 reviews

On Walden Lake

Bring the whole family to this great place with lots of room to enjoy time with loved ones! Comforts abound from the double waterfall shower in the master bath to the beautifully updated kitchen. Windows let natural light pour into this space, and the lake views are breathtaking. A finished basement with a second kitchen and full bathroom provides plenty of room for family gatherings or co-working retreat.