Holiday rentals in Woodbury

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Top-rated holiday rentals in Woodbury

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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, 721 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, 659 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.
Guest house in Stillwater
5 out of 5 average rating, 107 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 spacious living area features exposed wooden beams and a contemporary chandelier. A suspended bubble chair adds a unique touch, while large blue doors open to the outdoor views. A cozy sectional sofa and a colorful art piece create an inviting atmosphere.
Home in Saint Paul
5 out of 5 average rating, 208 reviews

Luxe Zen Gem in Walkable West 7th!

Welcome to your private oasis! This Modern Victorian home is nestled on secluded grounds offering breathtaking views of the majestic Mississippi River Valley. This charming abode is centrally located, tucked away in the heart of it all! Beautiful gardens surround this home on a peaceful street Convenience at your fingertips - just a few steps to Coffee Shops, Popular Breweries, Cocktail Lounge, and countless restaurants. Xcel Energy Center and all of Downtown St. Paul are a short stroll away!

Guest favourite
A well-lit outdoor fire pit area is surrounded by several wooden chairs arranged in a circular formation. Soft lighting from string lights drapes over the space, creating a cozy atmosphere among the trees.
Guest suite in Hastings
4.91 out of 5 average rating, 204 reviews

Private Indoor Pool, Hot Tub, Sauna, Game Room

You will enjoy a peaceful setting with all the resort amenities at JW Resort. Including a heated indoor pool, hot tub, sauna and games. Our guests come to make memories, not just sleep! Afton Alps Ski Resort is Open! Just 8 minutes away. Nothing better than soaking in the hot tub or sauna after being on the slopes all day. Never a boring moment with a wide array of games including billiards, crokinole and board games. Sleeps up to 8 with private kitchen, laundry and en-suite bath

Top guest favourite
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, 308 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.

Guest favourite
A cozy living area features a blue sofa, a wooden coffee table, and a colorful area rug. A stylish lamp illuminates the space. The kitchenette is visible in the background, along with an inviting chair and sliding door leading to the bedroom.
Flat in West Side
4.92 out of 5 average rating, 593 reviews

~*The Bird House*~ Private w/ view, Mid-Mod-Mini!

Tiny home feel with mid-century modern decor. Plenty of interesting amusements to pique your nostalgia & entertain your inner child. Euro-style kitchenette & dinning area efficiently balances style & function. Private & secure offering a great view of the city. Very close to downtown St Paul with plenty of nearby hidden gems. Perfect for couples/solo travelers looking for a unique, cozy Saint Paul stay. A great mix of vinyls, DVDs & games. Hosts live on-site & can give suggestions and privacy.

Top guest favourite
A cozy living area features a comfortable couch and a blue accent chair. A small side table is positioned beside the chair. A light-colored rug lies on the floor beneath a round ottoman. Natural light enters through a large window, with green views visible outside.
Home in Inver Grove Heights
4.97 out of 5 average rating, 109 reviews

Tree Top Retreat

Minutes from the city conveniences; this quiet, private setting offers tree tops views with a rural feel. The Mississippi River and numerous hiking & biking trails are at your doorstep. This newly constructed apartment is within 15 minutes of CHS, Koch Refinery, Viking Lakes, and 20 minutes from MSP Airport & MOA. The apartment, which is above the garage of the main home, features private parking, entrance and deck. Climb the steps to the tree top views and enjoy all the amenities offered.

Top 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
4.96 out of 5 average rating, 193 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 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, 169 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
The luxury master bathroom features marble tiled walls, a whirlpool jet tub elevated on a platform, and a glass-enclosed steam shower. Double sinks with sleek design are complemented by modern fixtures. Natural light flows in through multiple windows, enhancing the spacious atmosphere.
Guest suite in Hale
4.99 out of 5 average rating, 519 reviews

SpaLike Private Oasis

Spa quality stay in a private-entry, large master suite, minutes from airport and MOA. High end amenities you won't find in most hotels, all to yourself! Relax in a luxury 2 person hot tub & steam shower. Cuddle up in a comfy lounge area! Convenient kitchenette & work space. In the heart of peaceful SE Mnpls, we are blocks away from Lake Nokomis beaches, trails, rentals, unique dining & more. 15 minutes to downtown. Come pamper yourself while you discover Minneapolis!

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, 126 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 Woodbury holiday rentals

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Woodbury?

    Experience the best of Woodbury with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Woodbury?

    Yes! Work meets play with ease at over 10 house rentals in Woodbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Woodbury?

    Woodbury has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Woodbury?

    Four-legged friends are welcome in Woodbury. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Woodbury have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Woodbury. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodbury have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Woodbury. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Woodbury

  • Total holiday rentals

    Explore 50 holiday rentals in Woodbury

  • Nightly prices starting at

    Woodbury holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Woodbury holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Woodbury rentals

  • 4.8 Average rating

    Woodbury stays are highly rated by guests – averaging 4.8 out of 5!

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