
Holiday houses in Milford
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Top-rated holiday rentals in Milford
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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
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
Luxury Lakeside Oasis- 4 Bed / 3 Bath Lake Home
Enjoy time with your loved ones at our luxury lake front oasis. Breathtaking views combined with the ideal Middleton location & extensive updating make our home the perfect vacation destination. Huge windows maximize gorgeous views of 60+ feet of lake frontage. A fully updated kitchen boasts custom everything. Our home features: 4 bedrooms, 3 bathrooms, lofted office, open kitchen with an island & dining table. A short drive (5-7 mi) to UW Campus, Camp Randall, Kohl Center & Wi State Capitol
5.0 out of 5 average rating, 20 reviews
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, 93 reviews
The Yellow Door Guest House-Lower
Welcome to this turn of the century 2 story home where West Coast cool meets Midwest mod and is the hippest place in town. Two separate apartments available. Located in a convenient, friendly, residential neighborhood, curated with midcentury decor and curiosities, spacious rooms, and an old world charm with a big backyard and firepit. Your favorite space will undoubtedly be “the cabin” as you sip your coffee and tea, and plan your day. You just might want to live here! Adults only!
5.0 out of 5 average rating, 38 reviews
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
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
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, 46 reviews
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, 114 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.
4.96 out of 5 average rating, 183 reviews
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
Rock Lake Retreat - Lake Mills Wisconsin
Welcome to Rock Lake Guest House, a serene lakeside retreat on the shores of Rock Lake, just minutes from charming, legendary Lake Mills. This light-filled, updated home offers a private wooded escape with treetop and lake views from every room. The cozy living room features built-ins and opens to a wraparound deck overlooking the water—perfect for relaxing in this peaceful, all-season getaway.
4.94 out of 5 average rating, 149 reviewsPopular amenities for Milford holiday rentals
Other great holiday rentals in Milford

Cozy Apartment in the heart of Historic Lake Mills
4.88 out of 5 average rating, 16 reviews
Blue House in the Pines
5.0 out of 5 average rating, 37 reviews
Beautiful Creekside House
4.96 out of 5 average rating, 74 reviews
BoatHouse ~Rock Lake~HotTub~ Pet-Friendly/AC
4.88 out of 5 average rating, 78 reviews
Huge Lake House Near Madison
4.94 out of 5 average rating, 47 reviews
A-Frame Escape | Riverfront + Private Sauna
4.97 out of 5 average rating, 63 reviews
Maple Cottage Retreat
4.96 out of 5 average rating, 55 reviews
Koshcabin Lakehouse
4.95 out of 5 average rating, 59 reviewsDestinations to explore
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- Devil's Lake State Park
- Alpine Valley Resort
- Baird Center
- Wisconsin State Capitol
- American Family Field
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Wollersheim Winery & Distillery
- Milwaukee Public Museum
- University of Wisconsin
- Marquette University
- Cascade Mountain
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Pabst Mansion
- Wisconsin State Fair Park
- Lake Geneva Public Library
- Henry Vilas Zoo
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Discovery World
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