
Holiday rentals 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.

Super comfy & spacious One BR/One BA garden level
Oversized 3-room Suite w/ 1 BR, huge bathroom/shower, large walk-in closet, FULL KITCHEN, dining area and sofa. This private space is located in the heart of downtown Milford and close to all shopping and dining. The open concept design features a large 65” 4K TV and wall fireplace for easy viewing, comfort and relaxation. There is your own private entrance adjacent to a patio with a grill and beautiful yard. Full cable, wifi and AC are available. Access to garage with bikes to use as well!

Lakeside Hilltop
Private 2-bedroom hilltop apartment overlooking two lakes, less than a mile to both I96 and US23, and 20 minutes to downtown Ann Arbor, 30 minutes to Lansing, 15 minutes to Novi, Farmington, Livonia, Northville, Plymouth and 45 minutes to downtown Detroit! Bring your canoe, kayak, bike, boards/skis, golf clubs, hiking gear for a vacation away that is still close by. Within minutes of downtown Brighton, Kensington Metro Park, Island Lake Recreation Area, Brighton Rec Trails and Mt Brighton.

Secluded 6 Acres with Hot Tub & Fire pit
Boho/Industrial romantic getaway - 2 levels, 6 wooded acres. Indoor hammock & 2 garage screened doors opening to the outside(seasonal) Open plan sleeping spaces w/queen bed & 2 futons upstairs. Outdoor fire pit, hot tub, 2 bicycles. Vintage 1973 Trillium camper@ extra $50/day w/cabin rental only. Antiques, restaurants, Mt. Holly Ski Resort, Pine Knob Concert & Ski/Snowboard Resort, wedding venues, Heather Highlands Golf & Holly Oaks Park all minutes away. Angel wings photo op mural.

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

The Lake Heaven Retreat
The Lake Heaven Retreat - A peaceful lakeside home in a quiet neighborhood, perfect for families and friends to relax and recharge. Enjoy a bright, cozy layout with beautiful lake views, a fully equipped kitchen, and comfortable indoor/outdoor spaces. Step onto the deck with your morning coffee, grill with a view, or walk just a few steps to the lake and beach area. Whether you’re unwinding, exploring, or making memories together, this home offers the perfect blend of comfort and nature.

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.

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.

Serene Island cottage on Dixie Lake
Island Living! This peaceful cottage is on an island, we will take you there by boat & drop you off, it’s a short ride. You have access to kayaks & paddle pontoon to come and go. Queen bed 1.5 baths. Full kitchen area. Decks all the way around. Watch the sunrise from the back deck & the sunset from the front deck. Bonfire wood is included as well. Parking for one vehicle. A quiet & romantic getaway for 2. Downtown Clarkston & Renaissance Festival both close to island.

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.

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.

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.
Popular amenities for Highland holiday rentals
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Valley Farm Airbnb

Modern [3BR/2BA] Family Home in Commerce Township

$3,500 Monthly | Nightly Rate for Shorter Stays
Destinations to explore
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- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- Michigan State University
- Mt. Brighton Ski Resort
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Pine Knob Music Theatre
- Motown Museum
- University of Windsor
- Lake St. Clair Metropark
- Huntington Place
- The Heidelberg Project
- Kensington Metropark
- Hollywood Casino at Greektown
- Fox Theatre
- Renaissance Center
- Wayne State University
- The Ark
- Hart Plaza
- Detroit Historical Museum
- Masonic Temple





