Holiday rentals with outdoor seating in McHenry

4.96 out of 5 average rating, 217 reviews

Loft in Woodstock

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.

Superhost

A cottage exterior is showcased with a well-maintained wooden deck and black railings. A welcoming front door is featured, which is flanked by two windows. The surroundings include a manicured lawn with small flower beds, enhancing the cottage's inviting appearance.

Cottage in Antioch

4.83 out of 5 average rating, 119 reviews

#4: Cute 2 bedroom cottage on the beach!

Relax & make lasting memories at this peaceful 2-bedroom cottage at Turtle Beach Marina. Enjoy the sandy beach on the lake, rent a boat or kayak, & unwind with summer drinks at the beach bar. A restaurant & game room (slots) are right on the property. (Bar & slots open mid-May through October.) Celebrating something special? Add a $75 package: 🌹Romantic Package: rose petals, candles, wine, & chocolates. 🎂 Birthday Package: HBD banner, balloons, 10-inch cake, & candles. Let us know in advance!

5 out of 5 average rating, 168 reviews

Apartment in McHenry

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.

Apartment in Crystal Lake

4.96 out of 5 average rating, 129 reviews

Large Farmhouse Main Street Retreat

Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, located in a vintage 1875 farmhouse. Steps away from over 100 restaurants, shops, coffee spots, and bars, all within a 2-minute walk. Enjoy updated bedding, modern comforts, and vintage finishes in a quiet space with no shared walls or upstairs neighbors. One parking space included, with additional lot park CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

4.93 out of 5 average rating, 142 reviews

A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.

Apartment in West Dundee

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

4.81 out of 5 average rating, 137 reviews

A serene garden features a flower-filled barrel planters, a stone birdbath, and lush greenery. A calm river is visible in the background, bordered by a wooden bridge and adjacent seating areas, creating a peaceful outdoor space for relaxation.

Apartment in Algonquin

Waterfront Stay w/ Walk to Downtown Entertainment

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay. Private Bathroom and Kitchen.

4.95 out of 5 average rating, 219 reviews

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

4.96 out of 5 average rating, 199 reviews

A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.

Guesthouse in McHenry

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

4.99 out of 5 average rating, 187 reviews

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

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!

4.94 out of 5 average rating, 189 reviews

A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.

Apartment in Maywood

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

A cozy bedroom features a plush king-sized bed with a light-colored duvet and decorative cushions. Natural light enters through large windows adorned with soft curtains. A comfortable bench sits at the foot of the bed, alongside a dark wood dresser and a small television.

4.97 out of 5 average rating, 130 reviews

The Landis, elegant condo w/ king bed & fireplace!

Kick back and relax in this calm, elegant One bedroom Villa with a KING size bed. This vacation rental is in a quiet area of Lake Geneva, but just minutes from all the vibrancy of downtown Lake Geneva or Williams Bay. It is within walking distance to Mars Resort, The Getaway or The Ridge. This is a perfect spot for couples looking for a relaxing getaway. Local laws require all guests names and address be provided prior to check in.

5 out of 5 average rating, 182 reviews

The exterior of the apartment is shown, featuring a light gray siding and a covered porch. Lush green grass surrounds the building, highlighted by well-maintained flower beds with blooming plants. Large windows allow natural light to flow into the living space.

Apartment in Cary

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Popular amenities for McHenry outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.82 out of 5 average rating, 214 reviews

An inviting living area features a wooden dining table with four chairs, complemented by a cozy chair and a side table. A decorative sign is mounted on the wall, while an air conditioning unit is visible near the window. A faux stove adds aesthetic charm to the room.

Home in Lake Geneva

Cozy Cottage 1.5 Blocks From The Lake

4.97 out of 5 average rating, 108 reviews

A bright living room features a mix of comfortable seating with a tan leather sofa and two light-colored armchairs. A wooden coffee table sits center stage, complemented by decorative items. Large windows allow natural light to flow in, enhancing the cozy atmosphere.

Home in Northbrook

*King bed *Outdoor Living *Sought-After Area

4.96 out of 5 average rating, 102 reviews

A bright living area features a spacious cream-colored sofa with colorful pillows, complemented by a sleek console table with barstools. A large TV is mounted on the wall, while natural light enters through windows and glass doors leading to the outdoor patio.

Home in Highland Park

Modern Retreat near Ravinia & Botanic Gardens

4.87 out of 5 average rating, 160 reviews

The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.

Home in Naperville

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

4.97 out of 5 average rating, 204 reviews

A cozy living room features a gray sofa with decorative pillows, a round dining table with chairs, and a stone fireplace. Natural light enters through windows adorned with decorative molding, while a few bookshelves provide a space for books and decor. A colorful area rug adds warmth to the hardwood floor.

Home in Oak Park

Cozy, 1 Bedroom Apt. w/ Kitchen & Parking for 4

4.94 out of 5 average rating, 117 reviews

A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.

Home in Castle Manor

Center Lake View Cottage, near Camp&Silver Lakes

4.98 out of 5 average rating, 121 reviews

A modern house features an inviting front porch with landscaped gravel beds and well-maintained grass. A wooden garage door complements the green exterior walls. Surrounding trees and shrubs enhance the outdoor space, creating a welcoming entrance.

Home in Twin Lakes

4Bd 3.5ba Cozy New Construction! Close to Skiing!

5 out of 5 average rating, 40 reviews

The exterior of a modern single-story home is presented, featuring a manicured lawn and a paved driveway. Flanking the front, a welcoming porch with seating is visible. The light-colored building is complemented by a contrasting yellow side. Nearby, trees provide greenery and shade.

Home in McHenry

Modern 3BR/2BA | King Beds, One-Level

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 442 reviews

A welcoming living area is showcased, featuring a comfortable seating setup with a gray armchair and a round coffee table. Soft light filters through sheer curtains, illuminating the space. An intricately designed wall decoration adds an aesthetic touch beside a black bench with decorative elements.

Apartment in Beach Park

J’s Farmhouse Cottage. 2 bedroom duplex.

Apartment in Downers Grove

A cozy sleeping area is featured, showcasing a spacious bed dressed in a light-colored quilt. A window above allows natural light to filter in, enhancing the serene atmosphere. Potted plants and artwork adorn the space, providing a touch of warmth.

4.77 out of 5 average rating, 109 reviews

Pet friendly private studio apartment in a home

4.92 out of 5 average rating, 260 reviews

The image depicts a vibrant storefront building surrounded by trees and brightly colored flowers. The entrance features large windows and a doorway with a sign that indicates 15 years of celebration. A cobblestone path leads to the entrance, with a glimpse of a neighboring building in the background.

Apartment in Kenosha

Cheerful Apartment in Downtown Arts District

Apartment in Saint Charles

A cozy living area features a dark gray sofa adorned with accent pillows. A small coffee table sits in front of the couch, and a light-colored dining table with two chairs is positioned nearby. The kitchen is visible in the background, equipped with modern appliances.

4.98 out of 5 average rating, 186 reviews

Peaceful apartment close to everything

4.95 out of 5 average rating, 103 reviews

A charming two-story house is set amidst lush greenery, featuring a welcoming porch and large windows. A newly planted tree and well-maintained lawn enhance the inviting outdoor space, while the textured siding adds character to the home.

Apartment in Evanston

Cozy Apartment Near Shops + Train

4.99 out of 5 average rating, 207 reviews

Apartment in Kenosha

Downtown-Treetop Deck-2Bd/2Bth

4.92 out of 5 average rating, 133 reviews

The open-concept living space features natural light streaming through skylights and a mix of wooden accents and plants. A comfortable green sofa and a chair are positioned along the walls, while a sliding barn door leads to the adjacent bedroom area.

Apartment in Avondale

Avondale Cozy 1 Bedroom Attic Apartment 4th FL

Apartment in Belmont Gardens

A bright living room features large windows allowing natural light to fill the space. Comfortable seating includes a spacious couch and decorative poufs. A smart TV is mounted on the wall, and plants bring a touch of greenery, enhancing the relaxing environment.

4.99 out of 5 average rating, 135 reviews

Designer 2BR Avondale Retreat

Condo rentals with outdoor seating

A spacious living room features comfortable seating arrangements, including a sleeper sofa and armchair. Natural light filters through large sliding doors, leading to a balcony. A cozy gas fireplace adds warmth to the space, complemented by a round coffee table and a flat-screen TV mounted on the wall.

4.94 out of 5 average rating, 207 reviews

Beautiful Villa with Amenities Galore

4.97 out of 5 average rating, 153 reviews

A spacious living area is depicted, featuring a large leather sofa and armchair facing a wooden coffee table. A fireplace is adorned with neatly stacked logs. Soft lighting highlights the elegant decor, while large windows provide views of the yard and allow natural light to fill the room.

Condo in Geneva

- King Bed - Massive Yard - Fully-Equipped Condo -

Condo in Old Town Triangle

A modern living space features a sleek kitchen island with a sink, surrounded by light wood flooring. Large windows invite natural light, illuminating a comfortable gray sofa and a dining table with black chairs. A vibrant wall art piece adds color to the room.

4.95 out of 5 average rating, 119 reviews

NEW luxury Old Town 1-Bedroom condo

4.99 out of 5 average rating, 138 reviews

A modern living area features a spacious couch with a textured throw, positioned near a wall-mounted TV above a sleek fireplace. Large sliding glass doors lead to an outdoor patio, revealing a view of the vibrant neighborhood.

Condo in Lake View

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

4.92 out of 5 average rating, 378 reviews

A spacious living room features a comfortable couch with assorted pillows, a wooden coffee table, and an area rug. Large windows allow natural light to fill the room, accompanied by a ceiling fan and an entertainment unit. A decorative floor lamp and wall decor enhance the inviting space.

Condo in North Side

Susie's Space. 2BR easy parking & pet friendly

Condo in Ukrainian Village

A cozy living area features a modern sectional sofa adorned with colorful cushions and a vibrant area rug. A wooden coffee table provides a natural accent, while bright artwork is displayed on the walls. Natural light filters through the window, and the main entrance is visible.

4.85 out of 5 average rating, 337 reviews

Welcoming 2BR in Chicago's Best Neighborhood!

A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.

4.98 out of 5 average rating, 239 reviews

Lake Geneva Cloud 9

A welcoming living area features a comfortable sectional sofa facing a gas fireplace and a 65" Smart TV mounted on the wall. Sliding glass doors provide access to the outdoor patio, allowing natural light to fill the space. A decorative wreath adorns the door.