Vacation rentals in Diamond Bluff

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Top-rated vacation rentals in Diamond Bluff

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Top guest favorite
A charming treehouse is nestled among the lush branches of a large, mature oak tree. The wooden structure features multiple levels with a spacious deck that connects to the main entrance, surrounded by greenery, creating a serene and natural environment.
Home in Cottage Grove
4.98 out of 5 average rating, 718 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!

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, 114 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

Top guest favorite
A decorative sign featuring a stylized horse silhouette, marked with 'Lucky Day Farm' and 'EST 2020,' stands atop a snow-covered wooden base. The sign contrasts against a backdrop of a blue building, enveloped in a layer of fresh snow.
Guesthouse in Cannon Falls
4.98 out of 5 average rating, 321 reviews

Cannon Valley Lucky Day Farm - Farmhouse Loft

A beautiful farmhouse loft just minutes from Cannon Falls / Red Wing and located directly on the Cannon Valley Bike Trail. * Canoe, kayak or tube the Cannon River at Welch Mill -5 mi * Bicycle the 19.2-mile paved Cannon Valley Trail, trail crosses the property * Treasure Island Resort & Casino -11 mi * Hike Barn Bluff in Red Wing -13 mi * Golf at area courses * Wineries & breweries -4 mi * Drive the scenic Great River Road * Birdwatch eagles * MOA and Twin Cit * Ski at Welch Village -6 mi

Top guest favorite
The kitchen and dining area feature modern cabinetry and stainless steel appliances. A white dining table with black chairs is positioned beside a spacious living area furnished with a leather couch. Large windows allow ample natural light and offer views of the outside scenery.
Home in Red Wing
5 out of 5 average rating, 56 reviews

River view retreat -walk to downtown

Beautifully remodeled 2-bed, 1-bath getaway combines modern comforts with unbeatable location and views. Fully updated interior and exterior featuring a walk-in tile shower, solid surface kitchen countertops, and brand-new appliances. Take in the stunning views of Bay Point Park and the Mississippi River right from the property. Large private backyard complete with a deck and fire pit. Located within walking distance to downtown, restaurants, bars, shops, and riverfront attractions.

Top guest favorite
A wooden sauna is positioned in the center of a rustic room with exposed beams and corrugated metal walls. Two wooden rocking chairs sit nearby. Light enters through several windows, and a basket is placed on the floor, enhancing the inviting, serene environment.
Home in Stockholm
4.96 out of 5 average rating, 274 reviews

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at quiet Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. This vintage home farmstead on 4 acres, was built in the mid 1850s and has old world character architecture with the comforts of modern day amenities. The southern exposure enclosed front porch is the favorite gathering spot for most everyone that has stayed in the home. This 2 bedroom 1 1/2 bath property has potential for sleeping up to 8 guests.

Top guest favorite
The exterior of the cottage features warm orange siding and green accents, surrounded by trees. A small patio area is visible, furnished with a table and chairs, along with a grill. The peaceful setting offers a blend of rustic charm and natural beauty.
Cottage in Maiden Rock
4.96 out of 5 average rating, 130 reviews

Rush River Cottage & Gardens hosted by Phil & Kay

Milkhouse Cottage was rebuilt from the original Milkhouse built on our farm in 1906. Nestled in a peaceful valley across the road from the Rush River. Amenities include one queen bed, 1 queen sized comfortable queen sofa bed, air conditioning, private deck, private fire pit & 38 acres of private hiking trails and snowshowing trails. For larger groups we have another cottage on airbnb called the Trout Haus. Check on Airbnb or contact us regarding renting both houses.

Superhost
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.86 out of 5 average rating, 399 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Top guest favorite
An inviting outdoor space features a fire pit surrounded by blue chairs, with a spacious driveway and a two-story wooden house in the background. Leafless trees frame the scene, providing a natural setting that complements the home's warm tones.
Cabin in Pepin
4.96 out of 5 average rating, 161 reviews

The Main Stay on the Bluff

The Main Stay on the Bluff is a spacious 3,000 sq ft home with four bedrooms and two bathrooms, thoughtfully designed to accommodate a wide range of guests. The main floor is fully handicap accessible and opens to an outdoor patio with seating and a fire pit. As part of Samakya Cabins, one of two private retreats set on 65 secluded acres, the property offers incredible bluff views, peaceful surroundings, and a truly special escape immersed in nature.

Top guest favorite
A spacious living area features orange walls that enhance its warmth. Two comfortable armchairs are positioned beside a wooden side table, with a table lamp on each. A light-colored sofa adds to the seating, while large windows provide natural light and a view of the surroundings.
Guesthouse in Birchwood Village
4.99 out of 5 average rating, 160 reviews

The Birchwood B & B

We are so excited to share our beautiful, secluded woodsy setting with you. When you are here, you are in a sanctuary full of birds, deer, water and wildlife. We are blocks from White Bear Lake, hiking, biking and skiing trails and quiet tree lined streets to wander down. We have bicycles for your use. If shopping, theatre, sports events and concerts are more your thing, we are just moments from major highways to take you directly to the Twin Cities.

Top guest favorite
A spacious living area features a sectional sofa and two cozy armchairs, arranged on a light-colored rug. Natural light enters through large windows, illuminating the modern kitchen visible in the background, which includes sleek cabinetry and contemporary appliances.
Home in Red Wing
4.98 out of 5 average rating, 82 reviews

Quiet Rural Escape Updated Home 2 Acres Fire Pit

About 4 miles from downtown Red Wing. Short drive to wineries, brewery, golfing, the bluffs, and Mississippi River! Perfect for a relaxing getaway or an adventure-filled retreat, this charming property offers all the comforts of home and more. Enjoy our newly renovated home, you will have access to 2 bedrooms, 1 full bath, dining, living room, fully stocked kitchen. Situated on 2 acres. State land for hiking near by.

Top 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, 171 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
A single-story home is set against a clear blue sky, showcasing a red exterior with white trim. A wooden ramp leads to the entrance, and patches of snow remain in the yard. Trees line the background, highlighting the natural surroundings.
Home in Hager City
4.97 out of 5 average rating, 204 reviews

Quiet,peaceful, by Trimbelle River. No Internet.

Peaceful, beautiful property with Trimbelle River within walking distance. Close to Red Wing /Twin Cities, Stockholm/Pepin, restaurants, bars and Treasure Island Casino. Different kinds of wildlife. Nice road to walk or bike. I've been here long time and enjoy it all still.

Popular amenities for Diamond Bluff vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Pierce County
  5. Diamond Bluff