Holiday rentals in Paddock Lake

4.98 out of 5 average rating, 105 reviews

Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides you additional space to enjoy the stunning view. From the first weekend of May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

4.89 out of 5 average rating, 200 reviews

Guest suite in Zion

Non-smoking, attached mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 7PM.

4.98 out of 5 average rating, 132 reviews

Cabin in Salem

A Frame Log Cabin Near Multiple Local Lakes

Experience the allure of Salem Lakes Chalet, featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of recreational options at nearby lakes. Your ideal retreat beckons! Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94.

5 out of 5 average rating, 32 reviews

Lago Amore - Channel house, pier, kayaks

A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family, or ice fish and snowmobile during the winter. Bring your boat with launch access and a private pier. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.

4.98 out of 5 average rating, 235 reviews

Flat in Kenosha

Kenosha! Enjoy your stay as you work or play!

Soft towels, fluffy pillows, complimentary breakfast, soft drinks, and more in a safe and secure environment. Only children over 13 allowed and must be accompanied by an adult. This n-smoking, pet-free 1-bedroom w/king bed, twin mattress daybed and cot, furnished kitchen and bath apartment is on the 2nd floor of an office building. Free HI-SPD Wi-Fi and big screen Smart TV. Access to museums, universities, shopping, Chicago’s METRO train and only 37 miles from downtown Milwaukee!

4.99 out of 5 average rating, 150 reviews

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!

4.98 out of 5 average rating, 141 reviews

Holiday home in Bristol

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!

Campervan/Motorhome in Salem

4.88 out of 5 average rating, 16 reviews

Paddock Lake RV Carriage House

Enjoy the Paddock Lake RV carriage house, an 8-person RV comfortably situated in our carriage house garage. We are within walking distance to many beaches and parks around Paddock Lake, and provide easy access to Kenosha, Lake Geneva, Wilmot Mtn, Milwaukee, and Chicago. You will have your own separate living area, but are welcome to enjoy our cozy fire pit, kayaks and waterfront access. It is perfect for a year round glamping experience with all the extra conveniences.

4.99 out of 5 average rating, 102 reviews

Cabin in Twin Lakes

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.

4.97 out of 5 average rating, 31 reviews

Lake it Easy at this beautiful 2 bedroom lake home

Step inside to discover a cozy haven adorned with tasteful furnishings and modern comforts. The spacious living area invites relaxation with its plush sofas and inviting ambiance, perfect for unwinding after a day of fun. Outside, the expansive yard beckons with its promise of outdoor adventure just steps from the lake. Escape the hustle and bustle of everyday life and immerse yourself in the serenity of lakeside living at Lake It Easy.

4.95 out of 5 average rating, 404 reviews

Flat in Elkhorn

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!

Superhost

Cottage in Antioch

4.83 out of 5 average rating, 101 reviews

#4: Cute 2 bedroom cottage on the beach!

Come relax at Turtle Beach Marina! Rent a Pontoon, Kayak, or even a Wave Runner. Spend the day at the beach and at the beach bar (Beach bar is open Thursday through Sunday until the first weekend in October). Quaint cottage has 2 bedrooms with a full bed in each. Up to 4 people allowed. There is no oven but has a 2 burner electric cook top. A grill is also available. Beach themed cottage is completely remodeled. 💜

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Other great holiday rentals in Paddock Lake

5 out of 5 average rating, 22 reviews

Home in Trevor

2BR Lake House | Lake Toys | Views | Dog Friendly

MagenRating, 5 stars2 weeks ago

We had the pleasure of staying here over our anniversary weekend with our 2 kiddos; it was our first vacation just our little family and it's was fantastic. Cristle was so helpful and went above and beyond to help us out when we had some issues on our end leading up to our trip. She was very thoughtful and kind and that alone was worth the 5 star rating. The home was very well kept and clean and had everything we needed for a nice relaxing weekend. We had a lot of fun out on the paddle boat and playing in the yard. The screened in porch was also a nice bonus. Our girls enjoyed the park and playing the sand. Overall it was a very nice stay and we'd love to go back sometime soon.

5 out of 5 average rating, 6 reviews

Cozy Cottage by the Lake! Kayaks! Paddleboard! Wow

SaraRating, 5 stars4 months ago

This cottage was wonderful to stay at! Very cozy! Great to stay at in winter as an indoor getaway and this would be an awesome stay in the summer. I passed up the place at first when I arrived because I didn't think it would be that nice of a place! Rainfall shower was nice and great areas to sit and chill out. I would definitely stay here again!

Superhost

Farm stay in Lake Villa

4.81 out of 5 average rating, 67 reviews

Bunk House at Susanna Farms

RamonaRating, 5 stars2 months ago

Laura’s farm was wonderful. There were so many animals and the working farm was great to be around. She was so friendly and personable and gave us a lot of autonomy and ability to roam her farm and hang out with the animals. The surrounding area is great for hiking and exploration. Very peaceful. Definitely a great find.

4.97 out of 5 average rating, 34 reviews

Flat in Waterford

Charming Retro Apartment

AilingRating, 5 stars2 weeks ago

This place is good! It's located in the center of town, right on the main street, making it very convenient and walkable to a nearby park. The unit looked just like the photos. Personally, I really liked the way the room smelled—clean and pleasant. The only downside is that you can hear street traffic, but overall it's a great spot for a short stay.

5 out of 5 average rating, 38 reviews

Home in Trevor

Lake House- Private Frontage/Pier- Kayaks Included

KatieRating, 5 stars6 days ago

The home was comfortable, clean and well-stocked with cleaning and kitchen supplies. We relaxed and enjoyed the lake views, caught some fish from the dock, went kayaking, enjoyed s'mores, read and lounged in the patio areas, and kids had fun on the play set. Nearby, we enjoyed swimming at the beaches at Silver Lake and Lake Mary. Walked the neighborhood - lots of friendly neighbors. And, lots of tasty local food - Bodi's, New Taste of Italy, Dini's, and Sandlots. Highly recommend!

4.93 out of 5 average rating, 29 reviews

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage

LindaRating, 5 stars3 weeks ago

We were there for about ten days for the HRC International Grand. Hosts were always responsive to my messages or calls. They tried to meet any special requests. Home is a simple older house but very clean and comfortable. Beds were very comfortable and bathroom very clean. Kitchen had basics and they even bought a crock pot when I asked if one was available. I do advise if you like to cook to take your own prep knives as theirs are the typical dull ones in a rental. I also carried a couple of favorite cookware pieces as I always do. Washer and dryer were a great convenience due to length of stay. Very private at end of long driveway and so peaceful with the ponds and wildlife. Nice walking trails which we really enjoyed. If I have to go back to the area I will definitely stay here again.

5 out of 5 average rating, 19 reviews

Flat in Kenosha

Blue Sky Landing

JaneRating, 5 stars1 week ago

The location is a couple blocks away from Kennedy Park and beautiful Lake Michigan. We came for our granddaughters 1st birthday the Airbnb was close to my son's house. The Airbnb was one room. it had a microwave, refrigerator and toaster. The coffee machine was interesting and worked great. It also dispensed cold water.There was a closet. The sink was in the bathroom. The bathroom shower worked well, water temp and pressure good. Internet worked well. Lisa was very responsive and kind. We will visit Kenosha again and would definitely stay there again!