Holiday rentals in Benedict Lake

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Chic Condo in Lake Geneva.

Discover the freshly renovated one-bedroom condo at the charming Hayloft Lodge, located a few miles from downtown Lake Geneva. Unwind on the comfy couch, enjoy a restful night on the cozy queen bed, or head downstairs for a fun game of pool. This end unit features a kitchen with a mini fridge & freezer, a two-burner stove, a Keurig coffee maker, & more! The fitness area is available year-round, while the pool is open seasonally. A washer & dryer are conveniently located just outside your unit.

Cozy Cottage With Serene Prairie & Lake Views

Welcome to the cozy cottage with beautiful lakes and prairie views! The cottage is the perfect getaway for friends and family! We are close to great restaurants, beaches, nature, local shops, bars, hiking trails and more! Enjoy comfortable furniture, 3 bedrooms with high-end mattresses, 2.5 bathrooms, a game room, and plenty of fun for all! Minutes away from Lake Geneva & Twin Lakes, the area offers endless opportunities for fun during any season. Come experience it all at the cozy cottage!

Lake Geneva cottage with private beach access

This 100 year old cute cottage is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is just a short drive to Lake Geneva and all it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

Geneva Street Inn in Maple Park Historic District

Geneva Street Inn is located one block away from the heart of Lake Geneva. This beautiful 1890's home is appealing to everybody whether your stay is a business trip, family, or even a couples getaway. A huge backyard and a front porch that will make you never want to leave. We strive to make your stay your "home away from home" with unique decor and it's timeless charm! Our price is inclusive cleaning fees (unless extenuating circumstances warrants a fee). We meet our guests at check-in.

Serene 7bed/4ba on Private Lake

Discover the perfect vacation retreat at 'The Rookery Hill,' a spacious, newly renovated 7-bedroom, 4-bath lake house located just moments away from the enchanting shores of Lake Geneva and the exhilarating slopes of Wilmot Ski Resort. This expansive vacation rental, has over 100 feet of shoreline on the private Lake Benedict, nestled on a scenic 1-acre property with a private beach volleyball court, promises an idyllic escape for families and friends seeking both relaxation and adventure.

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Cozy Cottage Close to Skiing & Tubing!

Wintertime at Sunset Cottage is the perfect time to cozy up by the fire and catch up on a good book, watch a movie, or if you are feeling adventurous, hit the slopes at nearby Wilmot Mountain for skiing or tubing. Lake Geneva is a short drive, and has many fun winter activities including Ice Castles and an ice sculpture festival. Return back to the cottage to unwind under the stars in the hot tub. This 2bd 1 bath home is ideal for couples or small families. **NO PARTIES**

Lake Home w/View, Private Pier, + Indoor Hot Tub

Welcome to our home on Lake Shangri-La. Our home offers stunning lake views throughout the house. The house is a beautiful 3 bedroom / 2 bathroom ranch property with nearly 200+ feet of lake frontage and a private pier. Our four-season room allows you to enjoy incredible sunrises and sunsets, all from the hot tub or while enjoying a game of pool. Then you can step outside to easily access your private pier, perfect for swimming, fishing, or boating in the two provided kayaks!

Fall Retreat near Lake Geneva

Experience autumn’s beauty at our private lake house with over 300 feet of secluded lakefront property. Surrounded by vibrant foliage and crisp lake air, our home offers the perfect blend of warmth and wonder. Nestled high above Lake Tombeau, the grounds invite you to slow down, take in the fall colors, and enjoy the peaceful charm of the season Walking distance to Nippersink Country Club. 15 minute drive to Lake Geneva for great restaurants, shopping, and hiking trails!

Secluded in the Woods, Hot Tub

Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.