Holiday rentals in Cambridge

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Top-rated holiday rentals in Cambridge

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Guest favourite
An open living area showcases warm wooden flooring with a patterned area rug. A kitchen island is located in the foreground, while a comfortable seating arrangement is visible near large glass doors. A dining table with high-backed chairs is positioned adjacent to the seating area.
Home in Cambridge
4.93 out of 5 average rating, 108 reviews

Lake Ripley Getaway

This is the perfect place to unwind, located at the crest of a quiet circle, in a wooded lakeside neighborhood. Whatever you’re looking for, you can find it all in this beautiful and tranquil getaway. Vacationers can enjoy skiing, biking and exploring the gorgeous CamRock trail system. Lake Ripley, the sparkling gem of Cambridge, is loaded with fish for summer fun or ice-fishing. Shop our adorable downtown, with a thriving art scene. Our quaint little town is a slice of heaven in a busy world.

Top guest favourite
A two-story home with a mix of stone and wood siding sits on a grassy lot. Large windows allow natural light inside. A paved driveway leads to the garage, with trees and a view of open land in the background.
Guest suite in Sun Prairie
4.89 out of 5 average rating, 389 reviews

Entire Lower Level, Countryside Garden Suite

Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Guest favourite
A charming two-story cottage features a gray exterior with textured siding and a gabled roof. A front porch is adorned with seasonal decorations, including pumpkins. Lush green grass surrounds the walkways, leading to the house's entrance. A few trees provide shade in the front yard.
Home in Lake Mills
5 out of 5 average rating, 5 reviews

The Yellow Door Guest House-Upper

Kick back and relax in this calm, cottage-space. We offer a unique UPPER UNIT in a turn of the century house that has everything you need to feel right at home. While staying in Lake Mills you can walk or bike downtown, enjoy the winery and breweries, and numerous specialty restaurants. Rock Lake is a few blocks from downtown. Explore the historical surrounding area such as the Glacial Drumlin Bike Trail, Aztalan State Park, and many seasonal events. We also offer the lower unit for guests!

Top guest favourite
A wooden deck sits beside a serene lake, surrounded by lily pads. Two lounge chairs are positioned on the grass, offering a peaceful spot to relax. Nearby, trees provide natural shade, enhancing the tranquil outdoor setting.
Yurt in Cambridge
4.98 out of 5 average rating, 619 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

Top guest favourite
Cabin in Fort Atkinson
4.91 out of 5 average rating, 151 reviews

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

Top guest favourite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guest house in Sun Prairie
4.98 out of 5 average rating, 378 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Top guest favourite
A two-story home with a warm brick exterior is shown, featuring a spacious driveway and two garage doors. Lush greenery and colorful flowers frame the entrance, while a clear blue sky with scattered clouds provides a serene backdrop.
Home in Cambridge
4.96 out of 5 average rating, 47 reviews

Beautiful Creekside House

Bring the whole family to this great place with lots of room for fun. The four bedrooms will comfortably sleep up to eleven people with everyone getting their own twin bed; the home can accommodate up to twelve guests with use of a bunk bed. Have fun on nearly 700 square feet of gaming, quilting, crafting, scraping creation space with 11 individual tables. The creative space is set up in its own wing so you can have fun without disturbing those who go to bed early or sleep late.

Top guest favourite
A modern two-story house features a mix of dark siding and stone accents. Natural landscaping comprises large rocks and a manicured lawn. A welcoming entry with warm lighting highlights the front, while multiple balconies and expansive windows showcase the serene surroundings.
Farm stay in Cambridge
4.99 out of 5 average rating, 94 reviews

Camb-Cation w/ Icelandic Horses, 25 mins 2 Madison

Get ready for a quiet and peaceful stay. Take your pick: - 2 bedrooms & 1 bath - 3 bedrooms & 2 baths (extra $125 per night, contact host for payment) This home is attached to a barn with 5 Icelandic horses! It’s a photographer’s dream come true. We recently hosted a National Geographic photographer! So much wildlife and photo opps. Kayak avail for bird watching. - No horse riding allowed - Owners will supervise all horse visits - Owners live upstairs - No smoking /parties

Top guest favourite
The exterior of the home features a stone facade with large windows that offer natural light. A spacious patio is equipped with outdoor seating. Surrounding greenery and a sandy area suggest opportunities for outdoor activities and relaxation.
Cabin in Cambridge
4.97 out of 5 average rating, 34 reviews

4 BR Spacious Cabin on Lake Ripley

Steps away from Lake Ripley, you have all types of fun at your fingertips - shared pier, sandy swim area, swim raft, paddle boards, kayaks, lilypad, fire pit, outdoor dining, gas grill & sandy area for children to play away from the water. Boat slip available. Perfect for family getaways. Lake Escape allows up to twelve guests, each with their own bed and its amenities cannot be compared. Discount for stays longer than 4 days. No parties or gatherings larger than 12 guests.

Top guest favourite
The image depicts a charming three-building arrangement situated on a cul-de-sac. The structures feature varying architectural styles with a mix of siding colors. Lush greenery is visible in the surrounding landscape, and an American flag is displayed on one of the buildings under a blue sky with scattered clouds.
Guest suite in Deerfield
4.95 out of 5 average rating, 154 reviews

Studio on the Prairie Fen

Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

Guest favourite
A spacious patio area features a combination of seating options and a built-in grill. Sunlight filters through surrounding trees, with views of Lake Ripley visible beyond. The surface is paved, providing a durable space for outdoor gatherings.
Home in Cambridge
4.95 out of 5 average rating, 39 reviews

Huge Lake House Near Madison

Stunning property with 150 ft of level frontage on Lake Ripley. Enjoy gorgeous lake views from almost every room in the house, patio with awnings, and built in grill (fire feature on patio is ornamental only). Private pier, huge family room with bar and new wood floors. Sunny dining area, large bedrooms upstairs. Fireplace in living room is ornamental only. Neighborhood private beach is next door and the park with playsets and bocce court right across the street.

Top guest favourite
A cozy living room features a plush orange sofa paired with two gray armchairs. A wooden coffee table is positioned in front, displaying magazines. The room is illuminated by natural light through three windows, and a flat-screen TV is mounted above a decorative fireplace.
Flat in Oregon
4.96 out of 5 average rating, 101 reviews

Steps to coffee - 15 min to Madison!

Welcome to historic downtown Oregon! Step into the past while enjoying modern comfort in this beautiful space, which once housed our 1st library! Just steps away from locally owned coffee and gift shops, a wine reserve, and restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!

Popular amenities for Cambridge holiday rentals

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  4. Dane County
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