
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.

$3,500 Monthly | Nightly Rate for Shorter Stays
Experience Lakefront Living in This well maintained 3-Bedroom, 1half-Bath Michigan Retreat Discover the perfect blend of comfort and tranquility in this charming 3-bedroom, 2-bath lake house, nestled on the shores of Grass Lake in beautiful Michigan. This property is an ideal getaway for families, couples, or groups seeking a relaxing vacation or a serene home base. Private dock, expansive deck for entertaining, and access to kayaking, fishing. Come enjoy your family and crate lasting memories.

The Kayak House a Private Lakefront Getaway
Wake up to peaceful sunrise views over the lake, spend time kayaking on a private no-wake lake, enjoy an evening of fishing from the dock, and end the day relaxing around the fire pit under the stars. Whether you're planning a family getaway, a fishing trip, or a quiet retreat in nature, The Kayak House offers the perfect escape just an hour from Detroit and minutes from hiking trails. Included with your stay are four kayaks, a pontoon pedal boat, cornhole, and starter firewood for a bonfire.

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.

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.

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

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 getaway for 2 in Clarkston Michigan
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.

The Caboose - Cozy space steps from downtown.
Just across the rails to downtown Holly. Walkable distance to most restaurants, shopping, and festivities. This cozy space offers all essentials as well as a beautiful shared patio just steps away from the Historic Holly Hotel. All furnishings and décor are locally sourced as well as discounts and promotions only available to our guests! Walk in to a rich, warm space that is unlike any other. You will feel right at home with all essentials at your fingertips.
Popular amenities for Highland holiday rentals
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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





