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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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

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.

4.95 out of 5 average rating, 211 reviews

Guest favourite

A light and airy living room features two comfortable sofas, a round coffee table, and a woven rug. Large windows allow natural light to filter in, complementing the neutral color palette. A potted plant adds a touch of greenery to the inviting space.

Cottage in Arden Hills

Heirloom Cottage | Wooded Retreat, Hot Tub & Sauna

A beautiful 1920s cottage on 1.2 wooded acres on a quiet Arden Hills street, 15 minutes from Minneapolis and St. Paul. It feels a world away. Cared for by Luke and Beka. Cozy fireside sitting room, peaceful sunroom with a hanging swing, well-stocked kitchen with a coffee bar, and a glass-walled backyard studio. Hot tub and sauna open year-round. Comfortable beds and thoughtful touches. Sleeps 10. Built for friend trips, family weekends, and anyone who could use a good exhale. Come rest.

4.96 out of 5 average rating, 269 reviews

Top Guest favourite

A spacious living room features leather recliners and swivel barrel chairs set around a patterned area rug. A large flat-screen TV is mounted on a wall, with entertainment and dining areas visible in the background, illuminated by natural light from nearby windows.

Home in Saint Paul

Comfy Mid Century Maplewood Home

Nicknamed the Lighthouse, this Mid-Century gem serves as a beacon to all guests. The beautiful 2,200 sq ft home has recently been remodeled. Guests will enjoy having privacy with the entire home to themselves. The Lighthouse boasts large, private yard with seasonal fire pit, grill & seating, great location, just 10 min from St Paul and 25 from MSP airport. Located on the Gateway State Trail and near many parks and lakes. Six bedrooms, two full bathrooms, washer/dryer, two 55" Smart TV's.

4.99 out of 5 average rating, 155 reviews

Guest favourite

Guest suite in North St. Paul

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

4.77 out of 5 average rating, 161 reviews

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

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.

4.99 out of 5 average rating, 210 reviews

Top Guest favourite

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

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 - MSP Airport - 30 min Perfect for: - Girls weekend - Wedding guests - Family visits

4.97 out of 5 average rating, 119 reviews

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

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!

5.0 out of 5 average rating, 147 reviews

Top Guest favourite

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

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.

4.97 out of 5 average rating, 148 reviews

Guest favourite

Home in Maplewood

Maplewood Getaway | Sauna & Bar

Mid-century modern 3BR/3BA home in Maplewood, ideal for tournament weekends, state competitions, work trips, and group stays. Spacious layout with fully stocked kitchen, high-speed Wi-Fi, heated porch, basement bar, and private sauna. Quick drive to Grand Casino Arena (MSHSL Wrestling State), TCO Sports Garden, Aldrich Ice Arena, and downtown St. Paul. Off-street parking included.

5.0 out of 5 average rating, 6 reviews

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

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.

4.98 out of 5 average rating, 51 reviews

Guest favourite

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

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.

4.89 out of 5 average rating, 240 reviews

Guest favourite

Home in Oakdale

Adorable 4-BR Home - near 3M-St Paul / MOA

Welcome to Our Adorable Home! 🏡 Centrally located in St. Paul near the 3M Headquarters, and I-94, our charming 4-bedroom home is perfect for families, and travelers. * 1 min to 3M Headquarter * 5 min to St. Paul * 10 min to Como Park Zoo and Conservatory * 10 min to Minnesota State Fair ground * 25 min to MSP Airport & Mall of America

4.96 out of 5 average rating, 46 reviews