
Holiday rentals in Stillwater
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Top-rated holiday rentals in Stillwater
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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

Bright & Comfy Stillwater Loft Apartment
Welcome! We're so glad you've chosen to stay at our sunshiny, spacious Stillwater apartment! You will have everything you need for your St. Croix River Valley adventure! Whether you're snuggling in on a wintry weekend, using this as home-base for summer explorations, or unwinding after a historic downtown event, you'll find all your creature comforts met while planning your next outing. Simply a mile from the historic downtown and river areas, you'll have easy access to the best of Stillwater!

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.

Location, Comfort, Amenities! Downtown Hudson, WI!
*As seen in the film "Christmas Lovers Anonymous" (released November 2021)* Welcome home to this fully renovated vacation rental in downtown Hudson, WI. This immaculate home is just blocks from the St. Croix River, and the fun shops and restaurants in historic downtown Hudson. This home was remodeled specifically to host travelers. Every effort has been made to provide guests with the comforts of home. Check out my other 5-Star Hudson property on River Street! County Permit ID# LDGA-BDQRRV

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 with complimentary bathrobes, stunning floor-to-ceiling tile and heated floors. 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.

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.

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

Downtown Loft Getaway with Rooftop Deck
With a downtown Main Street location that can't be beat, Stillwater's best restaurants, shops, and riverfront activities are just steps outside the door! This loft apartment combines a sophisticated mix of modern decor, while maintaining the historic architecture and rustic charm. (License number STR2024-14) SOMETIMES THERE IS LOUD MUSIC PLAYED BY OUR NEIGHBORS THAT YOU CAN HEAR THROUGH OUR SHARED BRICK WALL. IF THIS WOULD BOTHER YOU, PLEASE CONSIDER BOOKING OUR "MAIN STREET RETREAT" APT.

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.

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
Popular amenities for Stillwater holiday rentals
Other great holiday rentals in Stillwater

Treetop Apartment

Lakefront Retreat | Modern Stay on Goose Lake

Walk to Downtown Hudson & Riverfront! Whole House!

Historic Stillwater Getaway - Charm of Churchill

City View @ The Lake Hideaway, downtown WBL

Downtown Stilwater, Riverview Condo

The Lil Suite of Historic Stillwater.

The Stillwater Retreat | 3-Min Drive Downtown
When is the best time to visit Stillwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £151 | £155 | £166 | £181 | £198 | £192 | £198 | £220 | £198 | £203 | £193 | £186 |
| Avg. temp | -9°C | -6°C | 1°C | 8°C | 15°C | 21°C | 24°C | 22°C | 18°C | 10°C | 2°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 £15 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Stillwater holiday rentals include wifi 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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