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.

White Lake Studio Apartment-Gateway to Nature

New studio apartment with separate entrance. Fully furnished kitchen, new Queen sized bed, all new furnishings including desk area, Wi-Fi, lots of storage space, new refrigerator, stove, microwave, 42" TV, and dishwasher. Unit includes your own washer and dryer and has a gorgeous lake view in front. Located close to movie theaters, bowling, restaurants, shopping malls, grocery stores, large state recreational park, skiing and convenient to airports. Bathroom inside unit with 2 recliner chairs

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).

Conductors' Quarters Chic comfort, 100% accessible

Whether you are coming down for a week or a weekend, this luxurious unit is spacious and inviting. Newly renovated, this space has everything you need and within steps from Downtown Holly. The Conductor's Quarters meets all ADA accessibility requirements, making this one of the very few wheelchair accessible rentals in all of Holly. This space has a lot to offer from the bountiful supply of natural light, granite counters, and brand-new appliances, your visit will leave you feeling serene.

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.

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

Cozy Lake House W Cabin

Relax at this peaceful, centrally located cabin retreat. Enjoy the outdoor fire pit, porch swing, and easy lake access just a short walk away. Alpine Ski Resort is only a couple miles down the road. Ice fishing is welcomed. Local stores and dining are right off the dirt road for quick access. Inside, enjoy a fully equipped kitchen, a cozy wood-burning fire pit in the outdoor cabin, and a fun kids’ rock wall—perfect for a quiet getaway to read a book & enjoy nature or outdoor adventure.

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.

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.