Holiday houses in Oak Park Heights

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Top-rated holiday rentals in Oak Park Heights

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

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Top Guest favourite
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, 124 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” where the locals go for a burger-n-beer, fresh baked goods, & brunch. Go out and enjoy the St. Croix Valley in all it has to offer, incl. the St. Croix River, great restaurants, shopping, sightseeing, and so many outdoor activities. Or stay home and...just relax.

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, 140 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, 593 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

Top Guest favourite
Home in Stillwater
5 out of 5 average rating, 48 reviews

Peaceful and Private Stillwater Chalet On Water

As you venture down the woodsy driveway of the Stillwater Chalet, you may notice your blood pressure seems to have lowered and your shoulders feel a little lighter. You have entered a private waterfront refuge in the historic town of Stillwater, with downtown 3 miles away. Sip coffee and take in the panoramic view of the backyard pond, play lawn games, and explore the glossy water by kayak. End your day with a relaxing steam shower and an evening beverage around the fire pit under the stars.

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, 196 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, 141 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, 424 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 favourite
A well-maintained cottage exterior is portrayed, featuring a combination of grey and light-colored siding. A decorative black fence borders a garden of vibrant purple flowers and lush green plants in the foreground, while the charming house is framed by trees and shrubs.
Guesthouse in Hudson
4.96 out of 5 average rating, 205 reviews

Cottage in historic Hudson, 5 blocks from DT

Enjoy the charm of Hudson WI while spending your nights in this lovely cottage. 5 blocks walking distance from the hub of activity, you can enjoy all that the community has to offer and come home to a cozy comfortable environment . This private setting has its own entry and parking and is a perfect for corporate rentals, friend or couple getaways. Advance notice required if bringing a pet- please review house manual for details .

Top Guest favourite
A modern kitchen area features stainless steel appliances and white cabinetry. A large island with bar stools provides workspace, while a dining table with a bench and chairs accommodates meals. Decorative lighting fixtures enhance the room's ambiance against deep grey walls.
Apartment in Hudson
4.9 out of 5 average rating, 258 reviews

Modern Apartment steps to everything downtown

Beautiful, modern 2 bedroom apartment in Downtown Hudson. The entire apartment provides everything you will need. A fully equipped kitchen, laundry, soaking tub, wifi etc... There is a King Bed, Queen Bed and sofa to sleep 5. Steps to Hudson's best coffee shops, restaurants, bars, patios, and shopping. Enjoy a stroll along the St. Croix River. This location is perfect for families, couple getaways, corporate rentals or friend getaways.

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
4.91 out of 5 average rating, 43 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
The spacious living area features exposed brick walls and hardwood floors. A large window allows natural light to fill the room. A comfortable sofa sits next to a low coffee table on a textured rug, with a TV mounted on the wall opposite the seating area.
Loft in Stillwater
4.83 out of 5 average rating, 615 reviews

Liftbridge river view

Wake up with a view of the lift bridge from the bedroom window! Right in the heart of downtown Stillwater, along the St. Croix River Valley, the "Mini Me" has the absolute best view and location in the area. Enjoy this historic yet modern accommodation with everything you will need to feel right at home. NO PARTIES OR EVENTS ALLOWED (License number STHR 2018-07)

Top Guest favourite
A cozy living area features two armchairs positioned near large windows, allowing natural light to brighten the space. A colorful striped area rug adds warmth to the room, complemented by side tables with lamps on either side. Simple decor enhances the inviting atmosphere.
Farm stay in Lake Elmo
4.95 out of 5 average rating, 42 reviews

Owl's Nest: Cozy Farmhouse Upper Unit

WE HAVE CENTRAL AIR AND FAST WIFI! Welcome to Whippletree! This is our sixth-generation family farm, and while it's more of a hobby farm now, it has been in continuous agricultural production since 1869! We consider this our sanctuary and enjoy sharing it with others looking for a place of retreat to connect with the natural world.

Popular amenities for Oak Park Heights holiday rentals