Vacation rentals in Diamond Bluff

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Top-rated vacation rentals in Diamond Bluff

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Cottage Grove
4.98 out of 5 average rating, 742 reviews

Tree House Luxury Stay

Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Guest favorite
A well-lit outdoor fire pit area is surrounded by several wooden chairs arranged in a circular formation. Soft lighting from string lights drapes over the space, creating a cozy atmosphere among the trees.
Guest suite in Hastings
4.91 out of 5 average rating, 232 reviews

Private Indoor Pool, Hot Tub, Sauna, Game Room

You will enjoy a peaceful setting with all the resort amenities at JW Resort. Including a heated indoor pool, hot tub, sauna and games. Our guests come to make memories, not just sleep! Afton Alps Ski Resort is Open! Just 8 minutes away. Nothing better than soaking in the hot tub or sauna after being on the slopes all day. Never a boring moment with a wide array of games including billiards, crokinole and board games. Sleeps up to 8 with private kitchen, laundry and en-suite bath

Top guest favorite
A spacious outdoor patio is furnished with comfortable seating arrangements featuring plush cushions and accent pillows. A decorative table sits center stage, surrounded by vibrant flowers. The serene view of the Mississippi River and lush greenery can be seen in the background.
Home in Hager City
4.99 out of 5 average rating, 125 reviews

Castle Vue Villa & Outdoor Oasis (River Views)

Castle Vüe Villa isn’t just a place to stay—it’s your private luxury retreat. Perched above the Mississippi backchannel, this elegant home was designed for life’s most memorable moments. Whether you're here for a wedding or a peaceful escape, we invite you to settle in and stay awhile. – Sleeps 8 | 4 bedrooms – Perfect for gatherings – River views – Chef’s kitchen – Spa-style baths – Elegant, cozy design – Sunroom, fire pit & more – Quiet bluff | 10 min to Red Wing – Pups welcome

Superhost
Apartment in Hager City
4.98 out of 5 average rating, 53 reviews

The Fish Shack

Lodging for 4 people. There are 4 twin beds. Great location for those that like to fish! Plenty of parking for boat(s) and vehicle(s). Also great for those looking to see the surrounding area and events (Treasure Island Event Center). Your place is 3 miles from downtown Red Wing MN, along the Mississippi River. Just yards up from Everett’s Resort and 2 miles from the DNR boat access Pool 4 off of Hwy 63 WI. There is also public offshore fishing within walking distance of the lodging.

Guest favorite
A spacious living room is showcased, featuring a light-colored sofa and two blue armchairs. A round coffee table rests on a patterned area rug, while a flat-screen TV is positioned on a wooden console. Soft lighting enhances the neutral wall tones.
Home in River Falls
4.9 out of 5 average rating, 102 reviews

In-N-Out Trout

Located in a peaceful neighborhood, our Airbnb offers a tranquil retreat away from the hustle and bustle of the city. Conveniently positioned near the UWRF campus (1 mile), and downtown RF, ensures that you're just a stone's throw away from a plethora of dining options, charming boutiques, and lively entertainment venues. Nature enthusiasts will be delighted to discover the abundance of outdoor activities available in the surrounding area. Including hiking, fishing, and kayaking!

Top guest favorite
A spacious living room features a dark gray sofa with decorative pillows, paired with a coffee table on a patterned rug. Soft lighting from two table lamps casts a warm glow, while doorways lead to adjoining areas, adding to the open feel of the home.
Home in Red Wing
4.97 out of 5 average rating, 150 reviews

Steps from Downtown! Stylish 3 Bedroom 1.5 Bath

This charming 3 bedroom 1.5 bath home in downtown Red Wing will have you instantly feeling at home. Built in 1902, this home has been delicately maintained to value the true beauty of old craftsmanship. Take in the lovely architecture of the city with a walk into downtown and admire the historic homes and churches in the area as you do. Or, if you are looking to relax, enjoy the well meticulously manicured flower garden in the back yard.

Top guest favorite
A spacious living area features comfortable, brown upholstered sofas arranged around a central coffee table. Soft blue accents in the form of cushions are placed on the sofas. A large wall-mounted television and a clock adorn the walls, while recessed lighting brightens the room.
Home in Hager City
5.0 out of 5 average rating, 35 reviews

Back Channel Hideout

7 Bedroom / 5 Bathroom Rental Home Located on 44 acres of private property on the Back Channels of the Mississippi River. Back Channel Hideaway is the picture perfect setting for any occasion! Just one hour away from Minneapolis/ St. Paul and Rochester, enjoy the scenic drive to our secluded location in Hager City, WI right off The Great River Road! Minutes away from downtown Red Wing, Prescott, Ellsworth, Bay City and other river towns.

Top guest favorite
An aerial view captures a charming farmhouse nestled in the midst of lush green fields, surrounded by trees. Open landscapes stretch into the distance, showcasing the scenic countryside and the bluffs above the river under a clear blue sky.
Home in Hager City
4.99 out of 5 average rating, 170 reviews

Cozy Wisconsin Farmhouse Retreat

Enjoy a step back in time with our charming, refinished farmhouse. Located in the Wisconsin countryside on the bluffs above the Mississippi River, you'll find a quiet sanctuary. We're perfect for a girls' weekend, time off the grid, or a serene place to work, read and relax. Close-by are the quaint shops, restaurants and arts activities of Red Wing, Minnesota, and beautiful drives, wineries and outdoor recreation along Lake Pepin.

Top guest favorite
A dining area features a wooden table surrounded by six chairs, with a plush area rug underneath. Natural light enters through two large windows adorned with sheer curtains. A doorway leads to a well-equipped kitchen, and a cozy seating area is visible to the left.
Apartment in Red Wing
4.95 out of 5 average rating, 102 reviews

Historic Home in Red Wing Character & Convenience

Close to downtown shops, bars, restaurants, Sheldon theatre, park with live music, bakery, coffee shop and more! Short drive to wineries, brewery, golfing, the bluffs, and Mississippi River! Enjoy our main level unit where you will have access to 2 bedrooms, 1 full bath, dining, living room, fully stocked kitchen. Washer/Dryer located in the basement. Basement may be a bit steep for some, but washer/dryer are avail.

Guest favorite
An outdoor fire pit area is surrounded by six wooden chairs arranged in a circle on a stone patio. Lush green grass and trees fill the background under a partly cloudy blue sky, creating a peaceful setting for gatherings.
Home in Hastings
4.95 out of 5 average rating, 117 reviews

The Hastings Retreat-4 min. to Downtown.

Picture yourself relaxing on our outdoor deck with the beautiful view of mature trees, listening to a sound of chirping birds all day, and seeing a variety of animals such as ducks, deer and bald eagles. Our location is only a 4 minute drive away from Downtown Hastings for a quick day trip or night out. The house sleeps up to 9 people with our private 3 beds, 2 baths , kitchen and lounging areas

Guest favorite
A living room is presented with two leather chairs and a gray sofa along a striped area rug. A small table with a lamp is positioned beside a plant. Light enters through large windows dressed with flowing curtains.
Home in Red Wing
4.92 out of 5 average rating, 197 reviews

Charming 3 BR Cottage Home in Historic Red Wing.

L'EPI De BLE is located in the West Residential Historic District of Red Wing. This 3 bedroom 1.5 bath cottage was built in the late 1800's and has been well-maintained and tastefully updated with a fully renovated kitchen and bathrooms to meet the modern comforts of today's lifestyle. The home is has it all whether it's for family weekend away, working remote, or looking for an extended stay.

Top guest favorite
The exterior of the midcentury ranch showcases a single-story design with a welcoming entryway framed by green shrubs. A spacious lawn is visible, bordered by mature trees, providing a serene setting. The home features large windows, enhancing natural light and views of the surroundings.
Home in Ellsworth
5.0 out of 5 average rating, 88 reviews

Curds N' Way Inn

Escape to a bright, super clean midcentury ranch on a peaceful family farm near Ellsworth—Wisconsin’s Cheese Curd Capital. Sleeps 8 with 3 comfy bedrooms and a fully furnished basement with bar. Gather around the backyard fire pit, play yard games, or unwind in privacy. Perfect for family getaways, friend weekends, or laid-back retreats.

Popular amenities for Diamond Bluff vacation rentals