Holiday houses in Lake Sherwood

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Top-rated holiday rentals in Lake Sherwood

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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, 187 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
A cozy lounge space features deep purple walls and a chandelier above the circular glass table. Plush, burgundy chairs surround the table, complemented by a dark sofa adorned with decorative pillows. Natural light enters through the window, illuminating the inviting atmosphere.
Home in Brighton
4.86 out of 5 average rating, 216 reviews

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!

Guest favourite
The exterior of the A-frame house is framed by lush trees, featuring a welcoming front porch and a distinct triangular roof. Inside, a spacious living area showcases large, open spaces with comfortable seating and a lofted balcony that overlooks the lower level, offering a bright and airy atmosphere.
Home in White Lake charter Township
4.95 out of 5 average rating, 239 reviews

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.

Top Guest favourite
A well-maintained single-story home is set on a grassy lawn, framed by trees and bushes. The structure features a symmetrical design with large windows reflecting natural light. A clear blue sky completes the serene outdoor scene, enhancing the home's inviting presence.
Home in Milford Charter Township
4.95 out of 5 average rating, 372 reviews

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.

Top Guest favourite
Home in Milford
5 out of 5 average rating, 11 reviews

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.

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
4.95 out of 5 average rating, 129 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

Top Guest favourite
A scenic view of Union Lake showcases a grassy shoreline lined with homes. Several docks are visible, extending into the calm water. Lush green trees provide shade, creating a peaceful outdoor environment. The sky is clear and blue, enhancing the overall tranquility of the scene.
Home in Commerce Township
4.98 out of 5 average rating, 54 reviews

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.

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
Home in White Lake Township
5 out of 5 average rating, 17 reviews

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.

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
An expansive open floor plan is highlighted by high ceilings and exposed brick walls. A large chandelier hangs prominently above a cozy seating area, while a dining table occupies the space near large windows covered by dark shades. A projection screen is visible in the background.
Loft in Milford Charter Township
4.98 out of 5 average rating, 280 reviews

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.

Guest favourite
A lakefront patio features a circular arrangement of six patio chairs surrounding a fire pit. The surface is paved with stone, and the tranquil waters of Walled Lake are visible in the background under a clear blue sky.
Home in Walled Lake
4.95 out of 5 average rating, 20 reviews

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

  1. Airbnb
  2. United States
  3. Michigan
  4. Oakland County
  5. Commerce
  6. Lake Sherwood