Vacation rentals in Oakdale

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Top-rated vacation rentals in Oakdale

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

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Top guest favorite
The exterior of the cottage is framed by tall trees, showcasing a welcoming entrance with a small porch. The gray siding and shingle accents blend harmoniously with the natural surroundings. Decorative elements and planters add a personal touch to the inviting facade.
Cottage in Lakeland
4.97 out of 5 average rating, 336 reviews

Entire home near Afton Alps, state parks, beach

Our cottage is snuggled amongst recreational hotspots, walking distance to the beach, 2 miles from beautiful Afton MN (state park, downhill skiing), 4 miles from Hudson WI (shopping, dining, boat cruises, live music), 15 minutes from historic Stillwater. This small but comfortable home has amenities galore, is nestled on a double lot just 2 blocks from the river & 1 block away from a popular biking/walking trail. Sleeps 5 people comfortably. Unpaved driveway with ample parking for 2 vehicles.

Top guest favorite
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, 594 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 favorite
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, 211 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.

Top guest favorite
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, 160 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.

Guest favorite
Guest suite in North Saint Paul
4.77 out of 5 average rating, 160 reviews

Lake Home in North St Paul, Super Clean

What guests ❤️: 1) Walking out the front door to the new Silver Lake trail for tennis/pickle ball, picnic tables and grills, 2 fishing piers & 3 playgrounds 2) Summer car shows, year round auctions, Mac’s Dinette, Luv’s candy store 3) The Gateway Trail - 18 mi. passing through N. St. Paul, and on to Stillwater’s restaurants, shops, trolley tours, riverboat cruises & hot air balloon rides 4) Being so close to the Twin Cities, MSP Airport, pro sports, Mall America, fairs & festivals

Top guest favorite
The spacious sleeping area features a king bed dressed in white linens, complemented by soft pillows. A circular lounge chair sits nearby on a decorative area rug. Natural light filters through multiple skylights and windows, highlighting the modern, airy design.
Guesthouse in Stillwater
5 out of 5 average rating, 126 reviews

South Hill Carriage House-Walk Downtown

Spacious, remodeled guesthouse. 1/2 mile walk to downtown. Live like a local when you stay on Stillwater’s historic South Hill. Located in a prime location, it’s easy to walk to downtown & the riverfront. Stroll a few blocks to “uptown” for a burger-n-beer, fresh baked goods, & brunch. Go out and enjoy the St. Croix Valley in all it has to offer, including the St. Croix River, great restaurants, shopping, sightseeing, and so many outdoor activities. Or stay home and...just relax.

Top guest favorite
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
4.99 out of 5 average rating, 203 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 favorite
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, 144 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 favorite
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, 428 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
The exterior of the home features a combination of stone and wood elements, set against a backdrop of vibrant autumn foliage. A chimney is visible on the roof. The surrounding trees contribute to a serene atmosphere, while a fence delineates the property.
Home in Mahtomedi
4.97 out of 5 average rating, 119 reviews

Stone home, walk to lake + paddleboards

Enjoy chic cabin vibes, just 25min from the twin cities in the suburban small town of Mahtomedi. Our home is the private top level of a duplex in a tree-filled, quiet and family-friendly neighborhood. Take a quick walk to the crystal clear, White Bear Lake or stroll the endless wooded paths, access just steps away. - Stillwater - 15min - St Paul- 20 min - Downtown White Bear - 5min Perfect for: - Girls weekend - Wedding guests - Family visits

Top guest favorite
A comfortable living room is presented with two armchairs, a spacious couch, and a round coffee table at the center. Colorful artwork adorns the walls, and ample natural light fills the space through two large windows. A TV sits atop a wooden console, adding to the welcoming ambiance.
Townhouse in Vadnais Heights
4.97 out of 5 average rating, 146 reviews

Comfort Oasis Near the Twin Cites

Quiet 2-bedroom second-floor townhouse in a cul-de-sac right near Berwood Park with easily accessible hiking trails. Spacious King beds and full amenities are available to you. Enjoy your morning coffee while listening to records on the player. Wifi & streaming services are ready for you! Less than 15 minutes to St. Paul, 20 minutes to Minneapolis and MSP airport, and 25 minutes to Stillwater/Hudson.

Guest favorite
A living room is depicted, featuring a blue sectional couch paired with decorative cushions. A patterned area rug covers the carpeted floor, while a round gold coffee table is positioned at its center. Wall decor includes circular metallic pieces and artwork. Natural light filters through a window with sheer curtains.
Apartment in Saint Paul
4.89 out of 5 average rating, 238 reviews

Private upper unit (Apt B) near Beaver Lake

Spacious Private One bedroom upper apartment a block away from Beaver lake and a lot of parks and trails nearby. Close to downtown St. Paul and about 20 minutes from Downtown Minneapolis. Large beautiful yard for outdoor relaxation in the summer. Large SmartTV in living room. Plenty of parking in driveway or on the street. Close to Beaver Creek Regional Park.

Popular amenities for Oakdale vacation rentals