Holiday rentals in Highland

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.

Ski Mt. Brighton • Rock ’n Roll Theme • Hot Tub

🎸Rock N Roll House: unique, artistic, and full of good vibes! Relax in the 6-person hot tub, grill on the decks, or hang in the 1-acre backyard. Explore themed rooms: Prince, Taylor Swift, Jerry Garcia & more! Brand-new kitchen & floors as of April 2025! See description, photos and renders for more info! Books, games, acoustic instruments, Roku, movies, Hi speed WiFi & more! • 4 bedrooms, sleeps 12! • Just 1/4 mile to Mt. Brighton! • Quiet country like but near I-96/I-23, dining & shopping!

The Cottage at Long Lake with incredible sunsets!

Enjoy the sunrises and sunsets at this newly renovated cottage with views of Long Lake in Hartland. Sit back and relax on the porch and take in the beauty of the woods, or stroll down to the lake for a swim, float, or Paddleboard. Like to golf? We're 2 miles from Hartland Glen golf Course. Wintertime sports? We're within a few miles of Mt. Brighton, Alpine Valley, & Mt. Holly. Kensington Metropark for x-country skiing. (This 13 acres of property and lake front is shared with owners).

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.

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.

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 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.