Vacation rentals in Hebron

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Top-rated vacation rentals in Hebron

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Top guest favorite

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, 198 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.

Top guest favorite

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.

Top guest favorite

A patio area features multiple seating options and a glass door leading into the condo. Lush greenery and colorful flowers border the concrete walkway, providing a serene outdoor setting. A second-level balcony is visible above, adding depth to the outdoor space.

Condo in Lake Geneva

4.98 out of 5 average rating, 212 reviews

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

Guest favorite

The A-frame's exterior features natural wood siding and large glass doors that offer a view of the open living space inside. A modern fireplace, mounted television, and dining area can be seen, creating a connection between the indoor and outdoor environments.

Cabin in Fontana-on-Geneva Lake

4.92 out of 5 average rating, 141 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.

Guest favorite

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, 192 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.

Top guest favorite

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Guest suite in Geneva

4.99 out of 5 average rating, 659 reviews

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Top guest favorite

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, 151 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!

Top guest favorite

A modern kitchen features a large island with seating for four at tall black stools. Shelves display various plants and dishware. Bright pendant lights hang above the island, and a spacious dining area is visible in the background, adorned with a wooden table and seating for six.

Home in Twin Lakes

4.98 out of 5 average rating, 100 reviews

4Bd 3.5ba New Construction! Community Beach Access

Welcome to our cozy home! Twin Lakes is quintessential small town America situated surrounding lakes Elizabeth and Mary in Wisconsin. Less than 15 minutes from downtown Lake Geneva and less than 5 minutes from Richmond, Illinois. During your stay you can experience much of what the area has to offer including boating and fishing on Lakes Elizabeth and Mary, access to the community beach, local shopping, and peaceful country nights in this small family-oriented community.

Top guest favorite

A welcoming outdoor space features a wooden deck with black Adirondack chairs surrounding a fire pit. Cozy blankets and colorful cushions are arranged on the chairs. Green trees and flowers in pots provide a natural backdrop, enhancing the retreat atmosphere.

Cabin in Twin Lakes

4.99 out of 5 average rating, 104 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.

Top guest favorite

Condo in Lake Geneva

4.97 out of 5 average rating, 158 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.

Top guest favorite

Farm stay in Harvard

4.94 out of 5 average rating, 121 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.

Top guest favorite

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, 404 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

Place to stay in Racine

4.86 out of 5 average rating, 721 reviews

Wisconsin Treehouse Getaway!

KarinaRating, 5 stars1 week ago

Abey’s place was truly unique, private, and cozy. We had some much-needed time to ourselves and really enjoyed the beautiful views, the space, and the romantic atmosphere—it was the perfect getaway for my husband’s birthday. Thank you! I hope to rent this place again and will definitely recommend it to others in the future.

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

4.97 out of 5 average rating, 29 reviews

Maria's Little House

JonathanRating, 5 starstoday

An absolute gem of a stay. The farm is peaceful, beautifully kept, and full of charm. It is the kind of place that instantly makes you feel relaxed and at home. Maria and her husband are consummate hosts: warm, welcoming, and thoughtful in every detail. The breakfast they served was truly exquisite, one of the best we've had in months. Our son had an unforgettable time visiting with the goats and chickens. The animals were such a special part of the experience. This is the kind of place that stays with you after you leave. We feel so lucky to have found it and would return in a heartbeat.

Top guest favorite

An outdoor stage is situated on a grassy area near the water, showcasing a live music performance at sunset. Tall trees frame the scene, while a couple is seated nearby, enjoying the ambiance. The tranquil lake reflects the warm hues of the evening sky.

Home in Salem

5 out of 5 average rating, 32 reviews

Lago Amore - Channel house, pier, kayaks

GregoryRating, 5 stars2 weeks ago

Wish we had time to book a longer stay! Regardless, it was a perfect place for my son and I to stay and do some kayaking and fishing on Paddock Lake. The deck was really a nice touch with the cafe lights. It was really nice to have access to a dock to launch our kayaks and fish from.

Guest favorite

A spacious living area features large glass windows that offer views of the surrounding greenery and a pond. Comfortable seating arrangements include a green sectional sofa and orange accent chairs. A wooden coffee table sits at the center, complemented by a unique light fixture and vibrant decor.

Home in Richmond

4.95 out of 5 average rating, 184 reviews

TheGlassCabin @ HackmatackRetreat

ChristineRating, 5 starstoday

From arrival to departure this property delivered, beautiful & peaceful with gorgeous windows that invite the views inside. A charming pond with kayaks and loads of fun art & sculptures keep you entertained at every turn. The easy welcome and the proximity to Richmond and Lake Geneva round out a great experience - we will be back!

Top guest favorite

Home in Genoa City

5 out of 5 average rating, 54 reviews

Relaxing Summer Getaway near Lake Geneva w/ Pool

BenjaminRating, 5 stars4 weeks ago

The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.

Top guest favorite

An outdoor deck overlooks the lake, featuring a small glass table surrounded by two comfortable armchairs with light cushions. Lush greenery and trees frame the view, while the tranquil water reflects the sky.

Home in Trevor

5 out of 5 average rating, 40 reviews

Lake House- Private Frontage/Pier- Kayaks Included

CatieRating, 5 stars1 day ago

This house was gorgeous, clean, and in a great location. It was exactly what I was hoping for and incredibly reasonable, cute, and our host thought of every detail. We were so happy!

Guest favorite

A patio area is illuminated by string lights, creating a warm ambiance in the evening. Comfortable seating surrounds a central table, while well-maintained greenery adds a natural touch to the spacious yard. Trees provide a serene backdrop, enhancing the outdoor experience.

Cottage in Lake Geneva

4.94 out of 5 average rating, 33 reviews

Quaint and cozy cottage

RosieRating, 5 stars3 weeks ago

This was a lovely Airbnb. We enjoyed the MCM/retro decor. It’s very spacious! There was plenty of room for 3 of us and then some! The kitchen and bath are so nicely updated. It’s a very peaceful location with lots of mature trees around the property.

Guest favorite

A modern kitchen features white cabinetry, a large island with seating for two, and stainless steel appliances. A decorative light fixture hangs above the island, while a window allows natural light to brighten the space. A vase with flowers adds a touch of color to the countertop.

Home in Crystal Lake

5 out of 5 average rating, 7 reviews

In Ground Pool, Full Ranch Home

ErinRating, 5 stars4 days ago

My friend and I booked with Patrick because it was an easy place to find in between where we live. It was also important that it was pet friendly because I had my 2 dachshunds and she had her German shepherd mix with a toddler. Kiddo enjoyed the pool, and the doggos loved the yard. We all felt at home!

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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

Other great vacation rentals in Hebron

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