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Holiday houses in Machesney Park

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Top-rated holiday rentals in Machesney Park

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

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Top Guest favourite
Farm stay in Roscoe
5 out of 5 average rating, 12 reviews

20ac Farm Close to Town

This Roscoe farmhouse has 4 inviting bedrooms, including 1 king bed, 2 queen beds and 2 twins. The serene surroundings make it the perfect retreat to unwind and relax. Your stay will be comfortable and convenient. Close to downtown Roscoe and only 5 minutes to Interstate 90 interchange this home offers old world feel, with some fresh updates. Come experience the brilliant charm of this sprawling farmhouse where its decorated like CHRISTMAS YEAR ROUND!! celebrate CHRISTMAS at Valley View Farm!!

Guest favourite
A modern kitchen is featured, equipped with stainless steel appliances and a large granite island with seating for several. A dining area is visible, furnished with a wooden table and black chairs. Natural light filters in through a window adorned with light curtains.
Condo in Loves Park
4.93 out of 5 average rating, 58 reviews

Awesome 3 Bedroom 2 bath condo!

Relax with the whole family at this peaceful place to stay! This brand new unit offers 3 bedrooms and 2 full baths with a walk-out basement and a deck off of the dining room! Rock Cut State Park is 3.7 mi away. Major shopping is 3.5 mi away. Enjoy a hike in Rock Cut State Park, a walk through Anderson Japanese Gardens, take the kids to Six Flags-Hurricane Harbor, try your luck at the Hard Rock Casino or just sit on the back deck and enjoy the view! Please note: we have other units available

Top Guest favourite
A small outdoor deck features a round red table accompanied by two matching chairs. Lush greenery and hanging plants adorn the area, providing a serene view of the wooded backyard. The soft illumination adds a cozy touch, inviting relaxation.
Home in Roscoe
4.99 out of 5 average rating, 323 reviews

* Travelers Sanctuary 2bed 2bath unit-sf home

Two bedroom, two bath entire first-floor of a single family home. 1350 sq ft. Self check-in. Central Air. Parking in driveway. Host lives in lower unit, separate entrance. 1-acre, wooded backyard. 4 mi to I90/39-Exit Rockton Rd. 11 mi N of Rockford 7-8 minute drive to forest preserves, grocery. Ideal for biz class guests, couples. Safety issues for children under 8 years. Share a bit about yourself, why in the area, who you are traveling with & that you read & agree to "House Rules".

Top Guest favourite
A dining table is set for a meal outdoors beside the river. Colorful glassware and plates accent the white wooden table, while an olive branch adds a natural touch. A covered seating area with a sectional couch is visible in the background, with waterside views enhancing the ambiance.
Home in Rockford
5 out of 5 average rating, 59 reviews

Steps from RockRiver•Massage Chair•Arcade•Firepit

Stunning river views set the relaxing tone as you walk in 🏡 💆🏻Rejuvenate w/ a heated massage chair 🕹️Nostalgic fun w/ classic arcade games 🛏️ King bed in each bedroom for ultimate comfort 🍳 Fully equipped kitchen for home cooked meals 🛜 Fast wifi for remote work 🌸6mins-Anderson Japanese Gardens 🍎28mins-Edwards Apple Orchard 🍻7mins-downtown Rockford 🚴‍♀️ 15mins-Rock Cut State Park ✈️12 mins-RFD Int'l Airport This escape offers the perfect blend of relaxation & adventure🏖️

Top Guest favourite
A charming stone cottage is framed by lush greenery, with a pathway leading to the blue front door. Windows with dark trim are symmetrically arranged atop a sloped roof, while flower beds and shrubs enhance the cozy exterior.
Cottage in Loves Park
5 out of 5 average rating, 67 reviews

Storybook Cottage~3 bed/1bath~Cozy Long Term Stay

Storybook Cottage is sweet lil' stone home tailored for longer term stays. At 924sqft, it's not too big, but with three bedrooms that can sleep 6, it's not too small either. We like to say it's "just right" especially with all its 1929 charm. Fully furnished kitchen w/full size appliances. Washer/dryer, all utilities, high speed wifi are included. This historic home is located in a quiet, established neighborhood. 5 min to UIC, 5-15 minutes to various hospitals & Woodward campus's.

Guest favourite
A floor plan of the home is displayed, showcasing two bedrooms, a living room with a sofa sleeper, and a modern kitchen. An outdoor living space is indicated on the right side. Distinct areas for dining and a small office space are also visible.
Cottage in Machesney Park
4.94 out of 5 average rating, 85 reviews

Charming Cottage!

Freshly & fully modern retreat offers far more comfort and style than any hotel. It’s the perfect home base, a cozy haven for short-term “between homes” stays, and an ideal launchpad with easy I-90 access. You’ll be close to shopping, dining, medical facilities, and just minutes everything fun!. Inside, you’ll find 2 welcoming bedrooms—a queen bed & a full-sized bed. Outside, a stunning new living space awaits, offering unmatched ambiance for relaxation.

Guest favourite
An inviting living area features a deep blue sofa and two gray armchairs arranged on a patterned rug. A low coffee table sits in front, while a large TV is mounted on the exposed brick wall. Natural light flows through the skylight above.
Loft in Rockford
4.94 out of 5 average rating, 163 reviews

Franklin's Urban Retreat in the heart of downtown

Live the urban city life in this centrally located loft designed with tons of local art and custom built furnishings. Our loft of is an open floor plan with tall exposed ceilings and brick. Have fun playing our full size retro Arcade and slot machine. And when ready to sleep, you are gonna LOVE the Saatva mattress. Located right in the middle of all the downtown action surrounded by the best restaurants and activities.

Top Guest favourite
A warm living area is showcased with a large bookshelf filled with a variety of books. Comfortable seating, including two armchairs and a sofa, surrounds a decorative area rug. A cozy fireplace is centered beneath a wall-mounted television, while a Christmas tree adds a festive touch near the window.
Home in Rockford
5 out of 5 average rating, 154 reviews

Las Lomas Luxury Home.

Kick back relax and experience the best of two worlds, the luxury and comfort of a 5 star hotel and the warmth and peace of feeling right at home. This stylish space offers a variety of books to read and a wonderful jet tub to enjoy after a long trip or day at work; along with clean and cozy beds. Take advantage of our welcome coffee bar with a nice selection of teas and snacks exclusive for our guest.

Top Guest favourite
A living area features a comfortable gray sofa adorned with decorative pillows, accompanied by a wooden coffee table. A sleek kitchen with modern appliances is visible in the background, with bar stools arranged at the counter. Soft lighting is provided by overhead fixtures and a table lamp.
Home in Loves Park
4.94 out of 5 average rating, 31 reviews

Beautiful 3 Bedroom 2 bath home in Loves Park

Escape to a peaceful family retreat in this brand-new house in Loves Park, IL! Featuring three comfortable bedrooms (King, Queen, and Twin) and two full bathrooms, plus a deck off the dining room. Explore nearby Rock Cut State Park (3.7 mi) and convenient shopping (3.5 mi). Enjoy hiking, gardens, Six Flags Hurricane Harbor, or relax on the deck. Perfect for families and pet-friendly (with approval).

Guest favourite
A warm living area showcases rich wooden accents, featuring a cozy leather sofa and a classic armchair. A coffee table sits at the center with a decorative item. A fireplace is highlighted with a framed art piece above, surrounded by natural light from multiple windows.
Home in Rockford
4.96 out of 5 average rating, 112 reviews

beautifully restored bungalow | 2 queen beds

Tucked in the heart of Rockford, our meticulously restored bungalow is a haven of historic charm and modern sophistication. Enjoy a cup of pour over coffee in the morning and curl up with a good book from our in house library. This gem features a: fully fenced yard, modern kitchen, curated library, tranquil bedrooms, coffee supplies, luxurious bathroom, cozy decor, & proximity to the hospital.

Guest favourite
Apartment in South Beloit
4.94 out of 5 average rating, 18 reviews

Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony

🌟 SPACIOUS APARTMENT FOR 6 (2 KING BEDS) Travel in superior comfort in this spacious upper-level apartment, designed with modern families and groups in mind. ✅ HIGHLIGHTS: 2 King Size Bedrooms, Private Balcony & Assigned Parking. ✅ LOCATION: 5 min to Rock River & 10 min to Rockford Casino. ✅ CAPACITY: Ideal for 2 couples with children (King beds allow for comfortable co-sleeping).

Guest favourite
Tiny home in Roscoe
5 out of 5 average rating, 6 reviews

Luxury Wine Barrel Stay at Hidden Creek Estates

The Wine Barrel Home is a design-forward King Suite for two set on the 77-acre grounds of Hidden Creek Estates. Enjoy heated bathroom floors, a tiled walk-in shower, private patio seating, and access to a shared sauna. Walk to our on-site restaurant and wine bar in three minutes, explore 3.5 miles of scenic trails, or simply unplug and settle into the quiet rhythm of the estate.

Popular amenities for Machesney Park holiday rentals