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

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!

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.

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.

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.

Serenity Haven, Entire Home, Fast Wi-Fi, Pets
Welcome to Serenity Haven! Whether you are in town on business or for fun, make memories in this calm and relaxing space. Located in St. Paul surrounded by shopping and grocery options and just 10 minutes from downtown St. Paul and Grand Casino Arena (formerly Xcel Energy Center). This space is perfect for families coming to visit loved ones or couples/groups coming to get away. Enjoy the entire house to yourself and your guests. Pets welcome! We would be honored to have you! Book now.

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.

Beautiful duplex near Downtown Saint Paul
Kick back and relax in this calm, stylish space. This charming duplex offers a warm and inviting atmosphere, making it an ideal choice for families, couples or anyone looking to enjoy a home away from home. Enjoy the perfect location in a neighborhood that's robust with amenities that include shopping venues, grocery stores, restaurants and parks, all within a short distance. Public transportation is readily available and travel is convenient with easy access to both I-494 and I-94

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.

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!

Delightful Downtown Digs
Welcome! This comfortable two room suite, with fireplace and jacuzzi tub is nestled directly below Summit Avenue, next to West Seventh and Grand Avenue. Walk to local restaurants, Grand Casino Arena and the arts. * Grand Casino Arena: 10 minute walk * Ordway: 15 minute walk * Restaurants/brewery many less than a mile walk. * Airport Metro transit #54 to downtown. 8 miles This suite is located on Lako'tyapi land and Wahpekute - Octi' Sakowin Oyate territory.

Entire private home on acreage next to Afton Alps
Updated country home located one mile north of Afton Alps ski hill and golf course. We are across the road from Afton State park with miles of walking trails and the St. Croix River. You will love how peaceful this space is. There is also a fire ring and plenty of firewood to enjoy sitting outside. Large patio to enjoy coffee in the morning or a barbeque. We are now cleaning with Melaleuca's Ecoscense Products. Healthier for you and the environment.

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.
Popular amenities for Woodbury holiday rentals
Other great holiday rentals in Woodbury

Beautiful Townhome | 3BR, 2.5BA w/King Bed

Lovett Farm on Shady Lane

Peaceful and Private Stillwater Chalet On Water

Luxury Lakefront Retreat | Hot Tub | Sleeps 14

Peaceful Lake Elmo Home | Near Stillwater

Cozy Lake Elmo Cottage

Downtown Stillwater, Riverview Condo

The Kinni Cottage - Abide Riverfront Farmstay
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 vacation rentals with a dedicated workspace in Woodbury?
Yes! Work meets play with ease at over 10 vacation rentals in Woodbury featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Woodbury?
Woodbury has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Woodbury have air conditioning?
Absolutely! We offer over 40 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 40 house rentals with wifi in Woodbury. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Woodbury?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 530 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

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!
Destinations to explore
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- Target Field
- US Bank Stadium
- Minnehaha Falls
- Xcel Energy Center
- Mall of America
- Nickelodeon Universe
- Trollhaugen Ski Area
- Valleyfair
- Minneapolis Institute of Art
- Interstate State Park
- Wild Mountain
- Afton Alps
- Allianz Field
- Lake Nokomis
- Target Center
- Guthrie Theater
- Stone Arch Bridge
- The Armory
- Walker Art Center
- Macalester College
- Minnesota History Center
- Mystic Lake Casino
- Paisley Park
- Minneapolis Convention Center





