
Holiday houses in Lake Sherwood
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Top-rated holiday rentals in Lake Sherwood
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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.

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!

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.

Luxury Home - Indoor Pool - Fabulous Location
Our neighbors love that we DO NOT ALLOW parties & LATE NIGHT, AFTER 9pm outdoor activities. We are required to limit the total number of individuals at our home to no more than 10 at any time, including visitors. Include visitors in guest count. At the end of a quiet cul-de-sac on 2 acres. When we are not using our 2nd home, it is available for Airbnb guests. Our family home since 1986; when I designed & personally built it for my parents. Fully renovation in 2018, with continual updates.

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

Union Lake MI, Lake House Oasis
Have fun with the whole family at this stylish Union Lake three-bedroom home. Enjoy the open floor plan and the view of Union Lake through the vast windows that span the perimeter. Relax in the spacious living room while enjoying board games or a family movie night. Lake activities include SUP and kayaks provided. A dock is provided for your boat, to enjoy everything the all-sports lake offers. A BBQ and firepit are included to enjoy while watching lightning bugs fly by in the summertime.

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.

Modern Lakehouse Retreat | Beach, Kayaks, Fire Pit
Welcome to this modern lakehouse with private sandy beach, fire pit, kayaks, grill, and a string-lit deck overlooking the water. Sleeps 6+ with 2 bedrooms, 4 total beds, and 2 cozy living areas. Includes fast WiFi, Roku TVs, board games, and a fully stocked kitchen with a coffee bar. Located on all-sports Mandon Lake, just minutes from Alpine Valley, Pine Knob, golf courses, and waterfront dining. Perfect for families, couples, or group getaways—year-round comfort and fun.

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.

Milford Opera House Loft
The historic Milford Opera House was built in 1875 in the Heart of Downtown Milford, MI. The upper floor is a 3,000 sq. ft. luxury loft. The loft has a huge open floor plan with a King bedroom set & 2 Bedrooms. Guests also have access to the huge projection television & 1875 Pool Table in the common area. Outside the back deck is a beautiful view of the Lower Mill Pond & railroad tracks. Check in is at 3pm, early check ins are not available.

4 Bedroom Oasis on Walled Lake - With a Twist
Welcome to our expansive lakefront retreat on the shores of Walled Lake, Michigan! This spacious four-bedroom home is perfect for families, friend groups, and gatherings. Designed as a duplex-style layout, the home consists of two separate two-bedroom units, each with its own private entrance. This unique setup allows guests to enjoy both connection and privacy—ideal for multiple families or groups traveling together.
Popular amenities for Lake Sherwood holiday rentals
Other great holiday rentals in Lake Sherwood

Serene Island cottage on Dixie Lake

“Second Best” Condo in the Heart of Brush Park

Cozy Cottage 676 Suite: Natural, Fireplace KingBed

Cozy downtown Milford home at 525 East St.

Sunset Lakehouse Near Downtown Dining & Shops

Cute House by the Lake

Amazing Oasis*Union Lake*Lakehouse*Hot Tub*5-Stars

Shipping container home!
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
- University of Windsor
- Motown Museum
- 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





