Holiday houses in Milford

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Top-rated holiday rentals in Milford

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Top Guest favourite

Farm stay in Cambridge

Stay With Horses Escape Near Madison

Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

4.99 out of 5 average rating, 114 reviews

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

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.

4.92 out of 5 average rating, 123 reviews

Guest favourite

A welcoming seating area features two wooden chairs with gray cushions and a matching ottoman. A decorative round mirror is mounted on the wall above a wooden console table. Natural light filters through sheer curtains, enhancing the warm tones of the wooden accents.

Home in Lake Mills

Mid Century Modern Lake House!

Your home away from home! Leave your worries behind and enjoy a getaway at our Lakehouse! Our 3 bedroom, 1.5 bath a short walk to 2 amazing beaches! Enjoy a relaxing beach day at Bartle's or Sandy Beach, a bike ride on the Great Drumlin Trail, or sit around the firepit in our private fenced in backyard. Cook in a well stocked kitchen or snap the QR code for local take out. A spacious basement rec room with a laundry area, 65” TV, Air Hockey Table, foosball, and plenty of family friendly games.

5.0 out of 5 average rating, 12 reviews

Top Guest favourite

Home in Watertown

Rock River Retreat

Bring your family to make memories enjoying a movie while sitting by the fireplace. Enjoy fishing during the day and a beautiful Rock River View. During winter you are right near the Jefferson County Snowmobile trails: and during the spring these trails are used for ATVs. There are several bike trails in town as well. If you are looking for things to do try the Octagon House or the local antique stores, outlet malls When you are ready to dine, Wisconsin is known for it's many supper clubs.

4.9 out of 5 average rating, 94 reviews

Top 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

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!

4.93 out of 5 average rating, 15 reviews

Guest favourite

A two-story house features a blue exterior with large windows illuminated by natural light. Lush green shrubs flank the entrance, while a small seating area consisting of metal chairs is set on a well-maintained lawn. A concrete path leads to the front door.

Home in Oconomowoc

Oconomowoc Downtown River View

Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

4.86 out of 5 average rating, 132 reviews

Top Guest favourite

Place to stay in Waterloo

The Loft at River's Edge

Stay in our beautifully renovated loft above The Venue at River’s Edge in downtown Waterloo. This private upstairs apartment blends historic charm with modern comfort—perfect for couples, wedding guests, or weekend travelers. Just steps from the scenic Menausha River, shops, and dining. Relax upstairs after events, and experience a unique stay with character, convenience, and style. Ideal for those seeking comfort and easy access to local attractions. Just 25 minutes from Madison!

5.0 out of 5 average rating, 15 reviews

Top Guest favourite

A spacious bed is adorned with textured decorative pillows in various patterns. The contrasting colors of the pillowcases complement the minimalist bedding. A sleek black lamp with a blue base is positioned on a nightstand, adding a pop of color to the serene sleeping area.

Apartment in Fort Atkinson

The Poet's Palace, an upscale, downtown flat.

This modern, yet eclectic apartment, has all the comforts of home. The decor is clean and chic, with just enough quirk! Located in downtown Fort Atkinson, some of the best restaurants, shops, and pubs are just outside your door or within a short stroll. Outdoor recreation opportunities are abundant, with the Glacial River Bike Trail, Fort River Walk, and numerous parks also within walking distance.Try your hand at fishing or launch a kayak from one of Fort Atkinson's public docks.

4.99 out of 5 average rating, 127 reviews

Top Guest favourite

The exterior of the getaway features a charming log cabin style with multiple windows allowing natural light to fill the space. A landscaped yard displays a variety of plants and flowers, while nearby trees provide greenery. A barn-like structure can be seen in the background.

Home in Lake Mills

The Shack on Sandy Beach Road

A charming, cozy getaway centrally located in the quaint City of Lake Mills. The Shack on Sandy Beach Road features 3 bedrooms (king, queen and two twin beds), 2 full baths, and all the amenities to make your getaway complete. It is a 3 minute walk to crystal clear Rock Lake and Sandy Beach. Pickle Ball, playground, bowling alley, and ice cream shop are practically in the front yard. Enjoy a cup of coffee in the spacious backyard overlooking the Glacial Drumlin Bike/Walking Trail.

4.98 out of 5 average rating, 47 reviews

Guest favourite

A bright dining area is highlighted by a wooden table surrounded by chairs. A chandelier hangs above the table, while natural light enters through sliding glass doors leading to an outdoor space. A nearby console table displays decorative items, enhancing the open atmosphere.

Home in Cambridge

Quiet country retreat

Peaceful solitude or exciting sightseeing? You’ll have the best of both worlds at this quiet country home located just outside Madison on 10 magnificent acres. After, enjoying your morning coffee, take a stroll on the grounds and enjoy the sweeping views of the pastoral landscape. Then head into Wisconsin’s state capital (23 minutes by car) for an exciting day of sightseeing. Or visit the quaint town of Cambridge (8 minutes by car) to explore its unique pottery and antique shops.

4.91 out of 5 average rating, 115 reviews

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

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.

4.96 out of 5 average rating, 183 reviews

Top Guest favourite

A spacious living room features natural light flowing through large windows. A comfortable gray sofa is positioned alongside two armchairs, creating a cozy seating area. A light-colored area rug covers the hardwood floor, and a lamp provides additional illumination in the corner.

Home in Watertown

Watertown Family Retreat

The perfect peaceful place for families, couples, or individuals to relax during their stay. You will find places for a quiet cup of coffee in the morning, family meals together, and even toasting marshmallows for s'mores at the fire pit as the sun sets and the stars come out. Before turning in, maybe you might want to take a short ten-minute walk down to the bridge over the Rock River and see the moon reflected over the water.

4.97 out of 5 average rating, 108 reviews