Holiday houses in Highland

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Top-rated holiday rentals in Highland

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Top Guest favourite
An open kitchen and living area are presented, featuring a large kitchen island with seating. Modern appliances, including a refrigerator and stove, complement the sleek cabinetry. A cozy sofa area is seen in the foreground, providing a view into this well-lit and spacious design.
Home in Milford Charter Township
4.97 out of 5 average rating, 186 reviews

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.

Top Guest favourite
An outdoor seating area is featured, complete with a green umbrella providing shade over a round table surrounded by four yellow chairs. A stone border enhances the space, which is framed by lush greenery and a well-kept garden in the background.
Guest suite in Milford
4.91 out of 5 average rating, 43 reviews

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!

Guest favourite
A serene lakeside view is captured, showcasing gentle ripples on the water's surface under a soft sky. A rainbow arches gracefully above the horizon, with lush trees framing the scene and enhancing the tranquil ambiance.
Guest suite in Brighton
4.84 out of 5 average rating, 473 reviews

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.

Top Guest favourite
A cozy outdoor seating area features four comfortable chairs surrounding a fire pit, set among lush greenery. A vintage camper stands near a contemporary structure with large glass doors, revealing an indoor hammock and colorful rugs inside.
Home in Holly
4.98 out of 5 average rating, 162 reviews

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.

Guest favourite
The living area features a spacious sectional sofa centered around a coffee table. Artwork adorns the walls, and natural light floods in through a large window, illuminating the room. A lamp stands nearby, and a dark patterned rug adds contrast to the floor.
Condo in Milford Charter Township
4.94 out of 5 average rating, 127 reviews

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

Superhost
Home in Village of Clarkston
4.75 out of 5 average rating, 4 reviews

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.

Top Guest favourite
Two blue Adirondack chairs are positioned on a green lawn overlooking the calm surface of the river. A fire pit is situated nearby, and a wooden dock extends into the water. Lush trees and colorful flowering plants line the opposite bank, reflecting a serene atmosphere.
Home in Milford Charter Township
4.99 out of 5 average rating, 67 reviews

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.

Top Guest favourite
The exterior of the cottage is surrounded by lush greenery, featuring a small patio with a table and chairs under an umbrella. Two kayaks are resting on the grass nearby, and a gentle slope leads to the entrance of the cottage.
Cottage in Milford Charter Township
4.95 out of 5 average rating, 160 reviews

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.

Top Guest favourite
The cottage is illuminated by soft outdoor lights, casting a warm glow across the yard. Reflections shimmer in the calm lake water, creating a serene atmosphere. The surrounding trees provide a natural frame, enhancing the peaceful setting at night.
Island in Springfield Township
5 out of 5 average rating, 33 reviews

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.

Top Guest favourite
An aerial view showcases a serene lake surrounded by lush greenery and forested areas. The water reflects the sky, creating a peaceful atmosphere. The expansive landscape reveals meadows and trails, highlighting the natural beauty of the environment.
Guest suite in Hartland
4.93 out of 5 average rating, 72 reviews

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.

Top Guest favourite
A cozy bedroom features a spacious bed dressed in red and white linens, positioned beside a framed piece of floral artwork. A flat-screen television is mounted above a wooden fireplace, which is complemented by lanterns and decorative items on a nearby shelf.
Guest suite in Springfield Township
4.96 out of 5 average rating, 450 reviews

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.

Top Guest favourite
A spacious living area features two couches in neutral tones, arranged around a low coffee table. Natural light filters through large windows, with sheer curtains adding softness. A dining area with a small table and chairs is visible in the background, leading to a modern kitchen.
Apartment in Holly
4.96 out of 5 average rating, 74 reviews

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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