Holiday houses in Stillwater

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Top-rated holiday rentals in Stillwater

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Top Guest favourite
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, 715 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!

Guest favourite
A spacious living area features a white sectional sofa positioned around a wooden coffee table. Textured walls in exposed stone and wood accents create a warm backdrop. Soft area rugs are laid over hardwood floors, enhancing comfort and inviting relaxation.
Loft in Stillwater
4.86 out of 5 average rating, 653 reviews

Downtown Lift Bridge Loft

Located in the heart of downtown Stillwater, Lift Bridge Loft is an absolutely gorgeous space with exposed brick and stone and hardwood floors. You will feel right at home while enjoying the unsurpassed view of the St. Croix Valley! Walking distance to restaurants, coffee shop right downstairs, antique malls, candy shops, bike/walking paths (including the loop connecting the two bridges), and much more! NO PARTIES OR EVENTS ALLOWED! License number STHR 2018-07 Security cam outside, stay off roof

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, 105 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, 129 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
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.91 out of 5 average rating, 254 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Top Guest favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 401 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Guest favourite
A serene view of a lake framed by a large tree, showcasing calm waters reflecting autumn colors from surrounding trees. The shoreline is lined with gentle foliage, creating a tranquil outdoor setting.
Home in Stillwater
4.95 out of 5 average rating, 142 reviews

Cozy Retreat Close to Stillwater

Cozy retreat just 8 minutes from downtown Stillwater, perfect for weekend getaways, remote workdays, retreats, holidays, crafting and more. Enjoy 9 acres surrounded by trees with walking paths, multiple locations for a bonfire by the water, canoes, kayaks, bikes, snowshoeing, skating and more. This newly remodeled home has a northwoods cottage feel yet so close to Stillwater, 20 minutes to the Twin Cities and 30 from MSP Airport. No smoking or pets allowed, thank you for your consideration!

Top Guest favourite
An inviting rooftop deck features comfortable seating with decorative cushions, surrounded by potted greenery. Soft lighting from string lights creates a cozy atmosphere, while panoramic views of the St. Croix River and downtown buildings are visible in the background.
Townhouse in Stillwater
4.95 out of 5 average rating, 127 reviews

Lumberjack Inn DT-on Main St. with a rooftop deck

Welcome to our unique townhome located in a historical building nested into the heart of downtown, offering panoramic views of the St.Croix River.Unwind on the expansive rooftop deck, enjoying a 360 panoramic view of the river, downtown, and the charming historical neighborhood.This gem is also apart of the Union Art Alley, featuring a vibrant mural by a local artist.With dining, shopping, and live entertainment just steps away, your stay promises a perfect blend of culture and entertainment.

Top Guest favourite
A view from the kitchen showcases a dining area with a countertop and four black chairs. The open floor plan leads into a living room with a green sofa and a large television, illuminated by natural light from a nearby window.
Cottage in Hudson
4.98 out of 5 average rating, 297 reviews

Cozy cottage in historic downtown Hudson!!

Welcome to my vacation rental home in beautiful Hudson, WI. This home is walking distance to the St. Croix River, Lake Mallalieu, and the wonderful shops and restaurants in downtown Hudson. This cozy home was remodeled specifically to host travelers. Every effort has been made to provide the amenities people seek while away from home. This is a one bedroom home, the second bed is a queen sized pull-out Murphy bed located in the living room. County Permit ID - LDGA-B6QPT9

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, 165 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
Cabin in Saint Croix Falls
4.96 out of 5 average rating, 113 reviews

Cozy Lakeside Cabin + Woodstove by Interstate Park

Filled with the coziest vibes, vintage touches, and sun soaked windows, Alkov Cabin is your sweet little getaway about an hour from Minneapolis! Built in 2023 by the owners and filled with lots of old charm. Enjoy a fire overlooking the lake, a walk at a nearby nature preserve, a book on the sofa, all with a view of Bridget Lake in western WI. Minutes from charming downtown Balsam Lake, Interstate State Park, Trollhaugen Ski Area, and Balsam Lake Ski Trails. PCHD #77050

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, 123 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!

Popular amenities for Stillwater holiday rentals

When is the best time to visit Stillwater?

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Avg. price$289 AUD$296 AUD$316 AUD$344 AUD$377 AUD$367 AUD$377 AUD$419 AUD$377 AUD$387 AUD$368 AUD$355 AUD
Avg. temp-9°C-6°C1°C8°C15°C21°C24°C22°C18°C10°C2°C-6°C

Frequently Asked Questions

  • What are the best places to stay in Stillwater?

    Vacation rentals and guesthouses near historic downtown give easy access to shops, restaurants, and river walks. Riverside neighborhoods and tranquil side streets are popular for those seeking quieter stays.

  • What are the best things to do in Stillwater with kids?

    Families often enjoy picnicking in Lowell Park, taking paddlewheel boat rides, or visiting hands-on museums. Treats like ice cream shops and old-fashioned candy stores delight younger visitors.

  • What are some of the best things to do in Stillwater?

    Explore Stillwater’s historic downtown, walk the St. Croix River pathways, or enjoy a river cruise. Try antique shopping, sample local cuisine, or catch live music at casual venues.

  • How is the weather in Stillwater?

    Stillwater has cold, snowy winters around 10–30°F (-12–-1°C), with warmer, humid summers peaking near 80°F (27°C). Spring and autumn bring moderate temperatures and colorful scenery, so packing layers is useful.

  • When is the best time to visit Stillwater?

    Late spring through early fall is often recommended, when weather is milder and riverfront events are in full swing. Autumn foliage adds color to historic neighborhoods and surrounding bluffs.

  • What are the best places to visit in Stillwater?

    Explore the historic lift bridge, discover Main Street’s boutiques and cafes, and stroll the riverfront pathways. Museums and public art around downtown tell stories of Stillwater’s past and present.

  • What are some hiking trails in Stillwater?

    Stillwater has walking and hiking trails along the St. Croix River, scenic bluff paths, and forested routes in nearby parks. These trails provide views of historic bridges and river landscapes.

  • What are some family activities we can do in Stillwater?

    Families can enjoy riverboat rides, picnic in local parks, and explore hands-on history at area museums. Ice cream shops, mini golf, and trails near the river make it easy to spend a relaxed day together.

  • What are some of the best day trip ideas from Stillwater?

    Explore nearby state parks for hiking and scenic drives, visit local wineries or orchards, or plan a day in the Twin Cities for arts and dining. Quaint river towns around Stillwater have seasonal markets and antique shops.

  • Are there any pet friendly accommodations available in Stillwater?

    Stillwater has pet-friendly vacation rentals and guesthouses, especially around downtown and the scenic riverfront. Some hosts provide fenced yards or treat baskets for four-legged travelers.

  • What are some local tips for visiting Stillwater?

    Locals suggest wandering the Main Street shops, timing visits for seasonal river festivals, and exploring beyond the main avenues for creative boutiques. Early mornings along the waterfront provide a quieter perspective.

  • What is Stillwater known for?

    Stillwater is known for its well-preserved historic downtown, Victorian-era architecture, and scenic setting along the St. Croix River. Its roots as a lumber town and river port are reflected in local museums and landmarks.

  • What are the best hidden gems to explore in Stillwater?

    You can explore antique shops tucked along side streets, small art galleries, and scenic overlooks near the river. Historic walking tours and local bookshops give insight into Stillwater’s layered past.

  • What are the best foods to try in Stillwater?

    Stillwater has comfort classics like walleye sandwiches, cheese curds, and locally crafted ice cream, along with restaurants that serve seasonal produce. Bakeries and riverfront dining spots are often recommended for sampling regional flavors.

  • What should I bring for a trip to Stillwater?

    Pack comfortable walking shoes for exploring riverfront paths and historic neighborhoods. Depending on the season, bring layers—a warm coat in winter or light outwear and sun protection in the warmer months.

  • What is the nightlife in Stillwater like?

    Stillwater’s nightlife centers around locally owned bars, wine lounges, and live music venues, especially near the historic downtown. Cozy pubs and riverside patios create a relaxed setting in the evenings.

  • What are the most popular events or festivals in Stillwater?

    Stillwater has seasonal festivals that often highlight music, food, and local traditions, especially in summer and early fall. Annual riverfront celebrations and art fairs are frequently suggested by locals for visitors seeking a lively community atmosphere.

  • Are there family friendly vacation rentals in Stillwater?

    Stillwater has a range of family-friendly vacation rentals, with homes, apartments, and cottages that feature multiple bedrooms and communal spaces. Many hosts provide amenities like kitchens, laundry facilities, and outdoor areas to help families settle in comfortably.

Quick stats about holiday rentals in Stillwater

  • Total holiday rentals

    Explore 70 holiday rentals in Stillwater

  • Nightly prices starting at

    Stillwater holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Stillwater holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Stillwater rentals

  • 4.9 Average rating

    Stillwater stays are highly rated by guests—averaging 4.9 out of 5!

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