
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.

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.

Charming Plymouth retreat • hot tub • fire pit
Welcome to our 1913 modern yet charming 3 bed (2 ensuite), 2-full bathroom home nestled just a short stroll away from the heart of downtown Plymouth. With a walk score of 75, this is an unbeatable location with an array of amenities. Enjoy this perfect retreat for your next getaway. 3 mins → DT Plymouth 19 mins → Detroit Metropolitan Wayne County Airport ✈ 20 mins → Ann Arbor Retreat w/ hot tub, hammocks, game & entertainment rooms, fire pit, washer/dryer, gated yard, cozy family home!

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.

Plant-Filled Small Farm Guest House
Take it easy at this unique and tranquil getaway. Located 5 minutes from downtown Howell on a micro flower farm. Enjoy a serene vacation walking through the fields and napping in hammocks. The kitchen is stocked with everything you need for a foodie weekend and produce from the farm will be provided when in season. Great location to local breweries, festivals, shopping, and so much more. This listing does include two rambunctious puppies who love to meet you, kisses, and head scratches.

Walled Lake Bliss Lakefront Novi/Kayaks/King Beds
Cozy Cottage on Walled Lake is just steps from your own private swimmable lakefront. Here is perfect to relax, float or launch kayaks/SUPs from or collect shells/rocks and enjoy the sunsets. This cottage has an UpNorth Lake Vacation feel (without the drive) and is freshly painted top to bottom. The location is outstanding with The best of everything Novi has to offer and conveniently located to all major expressways and cities. Stacked with amenities, extras and is also super clean.

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.

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.
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
- Hollywood Casino at Greektown
- Fox Theatre
- Kensington Metropark
- Wayne State University
- Renaissance Center
- The Ark
- Hart Plaza
- Detroit Historical Museum
- Masonic Temple





