Holiday houses in Oakdale

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Top-rated holiday rentals in Oakdale

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

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Top Guest favourite
A cozy living area features a modern gas fireplace beneath a flat-screen TV. A leather chair with a side table is positioned next to a low coffee table, while a large window allows natural light to fill the space. A sliding glass door leads to an outdoor deck.
Guesthouse in Stillwater
4.97 out of 5 average rating, 138 reviews

Harriet Carriage House Adorable 1BR with fireplace

Enjoy a quiet stay in this stylish, centrally located Stillwater Carriage House apartment. This private, stand-alone apartment is just under a mile walk to downtown Stillwater, a few blocks from hand-roasted coffee, a historic neighborhood bar, amazing boozy pies, the Summer Farmer's Market, and Nelson's Icecream Shop. Our gem is poised to please with the atmosphere of a boutique hotel, the convenience & privacy of an apartment, and a gateway to nature, culture, and lasting memories. Lic# 2022-6

Top Guest favourite
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.95 out of 5 average rating, 591 reviews

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Guest favourite
A spacious living area is visible, featuring a large black sectional sofa adorned with red and white throw pillows. A sleek glass coffee table sits in the center, surrounded by a mix of modern furniture. A vibrant red telephone booth adds a playful touch to the decor.
Home in Maplewood
4.95 out of 5 average rating, 210 reviews

The Beatles House (w/Heated Garage!)

The Beatles House is a newly renovated gem on Airbnb! We are huge Beatles fans but you don’t have to be to enjoy yourself in this blast from the past. Comes with three queen beds, WiFi, a heated garage for those cold winter nights, a record player, and plenty of games and TV streaming apps for you to enjoy! We also Airbnb a 2 person suite next door at the Musik Haus, so if parties of 8 are looking for more room, inquire with us to see if it’s available and we can send you a special offer.

Guest favourite
A well-lit living area is furnished with a spacious blue sofa and an orange accent chair. A coffee table is centered on a patterned area rug. A large television screen displays a streaming service, with stairs leading to an upper level visible in the background.
Home in Saint Paul
4.95 out of 5 average rating, 64 reviews

Beautiful duplex near Downtown Saint Paul

Kick back and relax in this calm, stylish space. This charming duplex offers a warm and inviting atmosphere, making it an ideal choice for families, couples or anyone looking to enjoy a home away from home. Enjoy the perfect location in a neighborhood that's robust with amenities that include shopping venues, grocery stores, restaurants and parks, all within a short distance. Public transportation is readily available and travel is convenient with easy access to both I-494 and I-94

Top Guest favourite
A spacious bed with crisp white linens is positioned against a wall adorned with an abstract art piece. Natural light filters through a large window, complementing the minimalist decor, which includes a wooden nightstand and a soft area rug underneath.
Guest suite in White Bear Lake
4.99 out of 5 average rating, 158 reviews

Modern Cozy Suite w/ Kitchen & Private Entrance

Discover an ideal retreat in this well-designed suite. Unwind on a plush queen Casper bed for a restful night. Indulge in a luxurious full bath including stunning floor-to-ceiling tile, heated floors & bathrobes. Start your day with freshly brewed coffee in a fully equipped kitchen, featuring a stove, oven, microwave, tea kettle, and a spacious fridge with a freezer. Explore the beauty of White Bear Lake, one of the Twin Cities largest lakes. This Airbnb stay is sure to be memorable.

Top Guest favourite
A spacious living area is filled with natural light from large windows. Red accent chairs complement a gray sectional sofa, while a patterned feature wall adds visual interest. A wooden console table holds decorative items, and a dining area can be seen in the background.
Townhouse in Vadnais Heights
4.92 out of 5 average rating, 102 reviews

Twin City Gateway & Quiet Escape

Escape to a quiet oasis in my beautifully decorated and well-appointed 2 bedroom townhouse nestled in a cul-de-sac near Berwood Park. Enjoy the tranquility of nature with easily accessible hiking trails just steps from your door. Bikes are available free of charge too! My townhouse is perfectly located for exploring the Twin Cities and beyond, with St. Paul just 15 minutes away, Minneapolis and the MSP airport 20 minutes away, and Stillwater and Hudson just a short 25-minute drive.

Top Guest favourite
A single-story home is framed by lush greenery and flowering shrubs. The entrance features a decorative door and stone accents, while a well-maintained lawn leads to the front. The surrounding trees provide a natural setting, enhancing the peaceful environment.
Guest suite in Stillwater
4.98 out of 5 average rating, 192 reviews

Loons Nest in Stillwater, MN

Entire lower level of home is yours with a private entrance. Welcome to Loons Nest! Located minutes from Stillwater… the 1848 Birthplace of Minnesota located on the scenic St. Croix River! A place where authentic paddle wheel riverboats and gondolas glide the waters. Historic Main Street shopping, dining, lodging and entertainment are yours inside this charming town. Beautiful Stillwater is a short drive from the Twin Cities of Minneapolis/St. Paul and Wisconsin border.

Top Guest favourite
An aerial view captures a spacious rural landscape featuring two silos and a large barn amidst colorful autumn foliage. A serene river lies in the background, with a bridge connecting the distant shore. The area is surrounded by cornfields, highlighting the agricultural heritage of the property.
Farm stay in Hudson
5 out of 5 average rating, 139 reviews

Betty's country farmhouse near Stillwater, MN

Spend some time in the country with this 1930's farmhouse that has tons of character, updates and unique style all its own. This was originally a working dairy farm and we are the 4th generation owners. Step into some history and charm with this updated nostalgic home. Main level full bathroom has been completely redone. Sit on the back porch and relax or take a 5 minute drive to historic Stillwater or Hudson and everything the St. Croix Valley has to offer!

Guest favourite
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
4.87 out of 5 average rating, 422 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.

Guest favourite
Apartment in Downtown St. Paul
4.94 out of 5 average rating, 47 reviews

Roami at the Fitz | Stylish studio | gym

Stay in style at Roami at The Fitz in the heart of St. Paul, where modern design meets local charm. Enjoy apartment-style living w/ a kitchenette, Roku streaming and space to truly relax. Recharge in the fitness room, take advantage of complimentary laundry essentials and start your morning with coffee in our beautifully designed lobby. From the moment you arrive, the Roami team is here to help you feel at home. Light breakfast provided daily!

Guest favourite
An outdoor seating area features a fire pit surrounded by log seating, with flames illuminating the space. A patio with string lights overhead creates a cozy setting. In the background, a glimpse of a vehicle is visible, along with a well-maintained lawn.
Home in Stillwater
4.9 out of 5 average rating, 41 reviews

Stillwater retreat

Our renovated residence is tucked away in a quiet neighborhood located 5 minutes from downtown Stillwater and downtown Bayport. Have an eventful day exploring the river and trails, make s’mores by the bonfire, or simply relax. We are here to earn your business and make sure you have a wonderful stay. Boat trailer can be tucked away beside garage; St. Croix public access is 1mi away.

Top Guest favourite
An outdoor patio area is depicted, featuring a stone pizza oven and a gazebo. Comfortable seating arrangements consist of several chairs surrounding a fire pit, while the green lawn offers a serene backdrop complemented by trees in the distance.
Home in Oakdale
4.98 out of 5 average rating, 46 reviews

Twin Cities Suburban Getaway

Bring the whole family to this great place with lots of room for fun. Enjoy the fully equipped kitchen, two large living rooms, large bedrooms and a workout room with weights and a treadmill. The backyard is a great place to relax with a hot tub, pizza oven and gazebo. The Gateway Trail is right behind the house making easy access for a bike ride to Stillwater or St Paul.

Popular amenities for Oakdale holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Washington County
  5. Oakdale