
Holiday houses in Highland
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Top-rated holiday rentals in Highland
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Downtown Milford 1 BR Flat
Enjoy a special experience in your luxury, private one bedroom flat, located in charming downtown Milford. While apart of a triplex, you will have your very own flat that includes everything you will need to have an outstanding stay. This recently remodeled flat includes an open floor plan with a well equipped kitchen, inviting living room, spacious bedroom with a queen size bed and even an over-sized desk so that you can "work from home", and a "to die" for bathroom. Two blocks from Mainstreet.
FamilyLocationGetting around

White Lake Studio Apartment-Gateway to Nature
New studio apartment with separate entrance. Fully furnished kitchen, new Queen sized bed, all new furnishings including desk area, Wi-Fi, lots of storage space, new refrigerator, stove, microwave, 42" TV, and dishwasher. Unit includes your own washer and dryer and has a gorgeous lake view in front. Located close to movie theaters, bowling, restaurants, shopping malls, grocery stores, large state recreational park, skiing and convenient to airports. Bathroom inside unit with 2 recliner chairs
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MOD Mid Century 1964 A-frame with game room
1964 Mid Century A-Frame - romantic getaway. Short walk to lake, large wooded lot, outdoor fire pit, dining, BBQ grill, hot tub & bikes. Large bathroom w/ jacuzzi tub, open floor plan w/ large kitchen & living area w/ electric fireplace. Two upstairs bedrooms. Master has queen sized bed, work space & balcony. Front bedroom w/2 futons & overlooks the living room. Basement game room w/ sauna, pool table, foosball, shuffleboard, Jenga & laundry. Close to shopping, golf, ski resort, cider mill.
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Shore House | Holly, MI
Relax with the whole family at this peaceful lake house in Holly. Recently renovated with a spacious interior, fully stocked kitchen, coffee bar, fireplace, heated floors, panoramic lake views, patio and dock. Featuring two main floor bedrooms, a full bath and a spiral staircase leading to a second-floor loft with a king bed, sleeping sofa and luxurious bathroom. Up-north feel and located minutes from I-75, downtown Holly, Renaissance Festival, Holdridge, Seven Lakes and Mt. Holly ski resort.
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Relaxing Mid-Century Ranch in Village of Milford
Welcome to your peaceful mid-century retreat in the heart of Milford. This thoughtfully renovated ranch blends warm wood tones, clean modern lines, and a calming palette to create a space that feels both elevated and effortless. Whether you're here for a weekend getaway, work trip or extended stay, the home is designed to help you slow down and settle in. Enjoy a bright living space, modern kitchen, two cozy bedrooms, fast WiFi, and a quiet neighborhood just a few minutes from downtown.
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Rivers Edge Condo in Downtown Milford
Cozy, stylish two bedroom condo in the heart of the Village of Milford. Milford is a safe, vibrate, and fun neighborhood, with many restaurants, bars, breweries, and within walking distance. You can stop by the coffee shop, bakery, or raw juice bar in the morning as you walk through town. Later, enjoy shopping- or go for a hike or kayak at one of several beautiful parks nearby! This is an excellent spot for people looking for a fully furnished short-term rental with modern characteristics
ValueFamilyAir conditioning

River Retreat West
Unique home on the bank of the Huron River, a half-mile walk to the pedestrian-friendly Village of Milford, known for its array of shops, restaurants, outside dining, concerts, and festivals. Dine or relax on one of two decks overlooking the river. You’ll see abundant wildlife depending on the season. There’s a fire pit at river's edge for relaxing or roasting marshmallows, and a gas grill on the dining deck. Four sit-in kayaks available May 15–Oct. 15, more for rent nearby.
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Caroline Cottage
Unique one-room cottage on the bank of the Huron River. A half-mile walk to the pedestrian-friendly Village of Milford, known for its array of shops, restaurants, outside dining, concerts, and festivals. Perfect bungalow for single, couple, or small family. Living area has double sofa bed. Tiny home with many unique features. Fire pit at river's edge for relaxing or roasting marshmallows, and a gas grill on the dining patio. Two sit-in kayaks available May 15–Oct. 15.
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Entire Lower Level walkout on Private lake.
Great Retreat. Private nonmotor Dunham Lake. Two level 4500 Square Foot home on 2 acre lot. Private entrance lower level 2000 square feet guest suite is yours. Living area w Great Room, Kitchen, full size refrigerator, cooktop and microwave. Barbeque. Firepit. Pool Table. Large Screen TV. Fireplace. Sauna. Separate Furnace/AC for your convenience. Walkout to 32 acres of woods/trails, sandy beaches, park area. Looking forward to providing a wonderful retreat.
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Cozy Apartment in our Log Home.
Trim Pines is the perfect small space for a quiet stay and is enjoyed by guests in every season. Our lower one room walk-out is comfortable for 1 to 2 people for short or long term stays. It is a great place to unwind and relax. This tranquility is located 8 miles from I-75 in Davisburg, Michigan. Our guests enjoy local festivals and concerts at Pine Knob Music Theater, golf at nearby courses and biking and hiking at local County, Metro and State Parks.
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Boxcar Bunker - Downtown living at its finest.
The Boxcar Bunker will delight and refresh your senses with the fully updated interior and appliances. Take a walk to downtown Holly and enjoy the many shops and restaurants along with multiple festivals and events happening all year round! This unit is universally designed to accommodate everyone including those with mobility issues and wheelchairs. All essentials are at your fingertips to provide an effortless and worry free stay here in Holly, MI.
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Milford Opera House Loft
The historic Milford Opera House was built in 1875 in the Heart of Downtown Milford, MI. The upper floor is a 3,000 sq. ft. luxury loft. The loft has a huge open floor plan with a King bedroom set & 2 Bedrooms. Guests also have access to the huge projection television & 1875 Pool Table in the common area. Outside the back deck is a beautiful view of the Lower Mill Pond & railroad tracks. Check in is at 3pm, early check ins are not available.
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Popular amenities for Highland holiday rentals
Other great holiday rentals in Highland

Lobdell Lake Boathouse includes pontoon
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The Kayak House a Private Lakefront Getaway
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Romantic & peaceful Island cottage on Dixie Lake
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Vietnam-Inspired Lake Retreat, Fenton
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Cozy downtown Milford home at 525 East St.
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Waterfront wood cabin - enjoy nature in the city
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Lake Vibes at Pontiac Lake
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Little Long Lake Hideaway-Nearby Beach + Kayaks
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Destinations to explore
- Chicago Holiday rentals
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- Buffalo Holiday rentals
- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Pine Knob Music Theatre
- Michigan State University
- University of Michigan Historical Marker
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Museum of Art
- University of Windsor
- Lake St. Clair Metropark
- Huntington Place
- Motown Museum
- Fox Theatre
- Kensington Metropark
- Hollywood Casino at Greektown
- The Heidelberg Project
- Wayne State University
- Renaissance Center
- The Ark
- Detroit Historical Museum
- Masonic Temple
- Henry Ford Museum of American Innovation





