Vacation rentals in Hebron

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Top-rated vacation rentals in Hebron

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Superhost

Two glass pendant lights hang from the ceiling, showcasing exposed bulbs. Below, a circular mirror with a black frame reflects the soft light and surrounding shiplap wall, adding a contemporary touch to the space.

Bungalow in Lake Geneva

4.78 out of 5 average rating, 262 reviews

Bungalow by the lake ~ 1 block to lake

Come stay in our calming bungalow by the lake. A comfortable, charming and recently updated two bedroom house with nautical touches throughout. We are a block from the lake, a quick 10 minute drive (or $8 Lyft) to downtown Lake Geneva. Located on private Lake Como, a fun, up and coming lake front community that boasts great restaurants and bars all within walking distance. We are an easy two hour drive from Chicago and only an hour from Milwaukee. Clean beach, boat launch and parks blocks away.

Superhost

A vibrant farmers market scene is captured, featuring a table adorned with colorful bouquets and fresh flowers. Market-goers are seen browsing the stalls, while a dog accompanies one visitor. A canvas awning provides shade over the flower displays, enhancing the lively atmosphere.

Loft in Woodstock

4.96 out of 5 average rating, 197 reviews

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

An inviting outdoor space is illuminated by string lights, creating a cozy atmosphere. A large dining table is surrounded by comfortable chairs, with colorful cushions adding a pop of color. Lush foliage and a fenced yard provide a private setting for relaxation.

Apartment in McHenry

5 out of 5 average rating, 128 reviews

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.

Superhost

An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.

Cabin in Fontana-on-Geneva Lake

4.92 out of 5 average rating, 139 reviews

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Superhost

An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.

Home in Harvard

4.95 out of 5 average rating, 191 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Superhost

A wooden dining table with a natural finish is set for two, featuring simple white plates and cups. Two black metal stools are positioned beneath the table, with a potted plant adding a touch of greenery. Light enters through two windows, illuminating the space.

Apartment in Lake Geneva

4.98 out of 5 average rating, 945 reviews

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.

Superhost

The sunroom features large windows that allow ample natural light to illuminate the hardwood floors. Comfortable seating is arranged around a central table, while a telescope is positioned for scenic views of the peaceful pond outside.

Home in Lake Geneva

4.88 out of 5 average rating, 138 reviews

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

Step into the comfort of this sun-soaked 3BR 2Bath home in a tranquil area in Lake Geneva, WI. This relaxing retreat with a picturesque private pond is immersed in a breathtaking natural ambiance offering a perfect escape from the big city crowds. The stylish design and rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Sunroom ✔ Fully Equipped Kitchen ✔ Patio with a grill ✔ Pond Access ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Board Games/ Learn more below!

Superhost

A cozy seating area features a gray sofa and a small table with decorative items. Natural wood walls add warmth, while large sliding glass doors frame the serene lake view, leading to an outdoor deck overlooking the water.

Home in Round Lake Beach

4.99 out of 5 average rating, 150 reviews

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!

Superhost

A cozy bedroom features a spacious king bed with soft linens, flanked by two bedside lamps. Natural wood paneling lines the angled ceiling, and light streams in through two small windows, creating a warm and inviting ambiance.

Cabin in Twin Lakes

4.99 out of 5 average rating, 102 reviews

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.

Superhost

Condo in Lake Geneva

4.97 out of 5 average rating, 156 reviews

Magnificent waterfront views & cozy fireplace

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

Superhost

A bright living area showcases a stone fireplace as its focal point. Natural light filters through multiple windows arranged in an inviting layout. Comfortable seating options include a spacious sofa and two armchairs, complemented by a soft area rug and a cozy bean bag.

Farm stay in Harvard

4.97 out of 5 average rating, 119 reviews

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at our Elite Farm Retreat. Designed for executives, families, and intimate weddings. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

Superhost

A red barn is depicted with a backdrop of blue skies and scattered clouds. A tractor is positioned in front, carrying bales of hay towards the barn. Lush green grass surrounds the area, creating a vibrant rural scene.

Apartment in Elkhorn

4.95 out of 5 average rating, 403 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Retreat to a quiet countryside experience at this all organic farm, where you can sit back, relax, and enjoy the country charm of your private space inside the main farm house. Optional for you are joining us for early morning chores in the barn. If you tell me the night before, you can try milking Carmel, the cow by hand, feeding the pig, collecting eggs from the chicken coop and more. Most loved of all are our friendly cats!

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Other great vacation rentals in Hebron

Top guest favorite

Cabin in Beloit

5 out of 5 average rating, 39 reviews

A-Frame River Wellness Retreat: Sauna & Hot Tub

JoeRating, 5 stars2 weeks ago

The cabin was spacious, clean, and lovely. So many incredible amenities, particularly the hot tub. Lovely and quiet surroundings leading down to the river. Just awesome.

Superhost

A living room features a comfortable recliner and a smart TV positioned near a cozy fireplace. A large sliding glass door provides access to outdoor space, while the adjacent dining area is furnished with a wooden table and four chairs, complemented by a decorative rug.

Condo in Lake Geneva

5 out of 5 average rating, 4 reviews

Cozy Condo at Interlaken! Stay & Play on Lake Como

HeidiRating, 5 stars6 days ago

Such a great place! It was in a perfect location, quiet but close to Lake Geneva, Williams Bay and Delavan. The photos and description were accurate. We had everything we needed and the host was responsive. We will definitely be back when we are in the area and in need of an Airbnb.

An intricately designed wooden arch leads into a spacious foyer, showcasing a polished wooden floor. A staircase is visible on the left, complemented by a vintage piano and a decorative mirror. Natural light flows in from the windows, enhancing the elegant Victorian details.

Home in Hebron

4.94 out of 5 average rating, 36 reviews

The Farmhouse! 1905 Victorian, fits up to 14

KurtRating, 5 stars1 week ago

This is the best place to stay in the Hebron area. Large house that easily accommodates a large group.

Place to stay in Racine

4.86 out of 5 average rating, 719 reviews

Wisconsin Treehouse Getaway!

ArielRating, 5 stars1 week ago

Beautiful space and property. Had a great stay and made wonderful memories. Main thing I’d say to be aware of is it is connected to the hosts’ actual home so keep that in mind. While the space is private, it’s not isolated. You may interact or hear the hosts’ family along the way. It wasn’t a big deal for us, but something to think about if you’re not fond of or used to it. Overall, great stay and recommend!

Guest favorite

A dining table is set with elegant dishes and glassware under a wooden structure. The table is adorned with a white tablecloth, and a decorative plant is placed in the center. Warm lighting from a chandelier illuminates the space, with a pathway visible leading outdoors.

Farm stay in Marengo

4.96 out of 5 average rating, 27 reviews

Maria's Little House

ClaireRating, 5 starstoday

We enjoyed every minute of our stay at Maria’s home! The little house was charming with French-inspired decor, a clean, updated bathroom, and a very comfortable living room with a beautiful view of the yard and forest. We enjoyed exploring the farm (as did our dogs!) and disconnecting. We will absolutely be back! Thank you, Maria!

Guest favorite

A serene indoor space is showcased, featuring a large table surrounded by floor cushions in calming hues. Natural light filters through expansive windows, revealing a snow-covered landscape and a tranquil water view beyond. An elegant plant adds a touch of greenery to the setting.

Home in Richmond

4.94 out of 5 average rating, 181 reviews

TheGlassCabin @ HackmatackRetreat

KrisRating, 5 stars1 week ago

Our Glass Cabin stay was absolutely perfect! It was beautiful and peaceful inside and out, a destination in itself. All communication was clear and questions were answered practically instantly. If you get an opportunity to stay here, you will consider yourself lucky when you leave!

A gated entrance welcomes guests to the property, featuring stone pillars with decorative lighting. Lush greenery surrounds the gravel driveway, leading to expansive grassy areas beyond the gate. Mature trees add depth to the landscape, enhancing the natural setting.

Home in Hebron

5 out of 5 average rating, 19 reviews

Lake Geneva area: Pet Friendly Sanctuary, Sleeps 8

GabriellaRating, 5 stars11 months ago

Pictures didn’t do this place justice, clean and very well furnished. Kitchen fully stocked as if they live there full time. High end utensils and kitchenware. Very cozy, well lit during the day, several spots to hang out indoors and outside with lots of entertainment options indoors, lots of room to roam outside and a fire pit . Sandra responds instantly, she’s very far from you so you have privacy but always available to come by if you needed anything. Sandra invited my daughter to help her groom the horse and that made her day. Would visit again for sure, and perhaps in the winter if available. The fireplace beckons. There’s an XL size griddle outside which I was allowed to use. She’s offering you all she has, so treat it with care and respect and clean after yourself so that we can all enjoy her place. Thank you Gene and Sandra.

Top guest favorite

A serene lake view is depicted, featuring a boat gently gliding across calm waters. Lush greenery lines the shore, providing a natural backdrop. The clear sky reflects off the smooth surface of the water, creating a tranquil atmosphere.

Home in Salem

4.92 out of 5 average rating, 89 reviews

Center Lake View Cottage, near Camp&Silver Lakes

JorieRating, 5 stars2 weeks ago

Michelle is a wonderful host and very responsive. Her place was clean and cozy, it had everything we needed.

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Vacation rentals in Hebron

Top-rated vacation rentals in Hebron

Vacation rentals for every style

Popular amenities for Hebron vacation rentals

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