Family-friendly holiday rentals in Woodbury

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!

Cozy Mother-In-Law Apartment—No Cleaning Fee!

Voted 2021 and 2023 Readers’ Choice Best Bed & Breakfast! Steal your getaway at one of Osceola’s most historic estates. Wonderfully nestled in the St. Croix Valley, this apartment’s location will not disappoint. You’ll be a brief walk from beautiful downtown Osceola, close enough to explore the great outdoors, and a short distance from all that the Twin Cities has to offer. You’ll get a cozy and comfortable layout, thoughtful amenities, attached heated garage, and assistance just a message away!

Quiet and Modern Designed Cottage in St Paul

Modern Cozy Getaways makes old homes have cool vibes! Completely remodeled and tastefully furnished St. Paul cottage with a modern, warm, and serene vibe. We’ve restored this side by side duplex and preserved many of the original features from the1920’s. Our inspiration was the muted tones and minimalist comfort of a Mojave dessert villa with vintage and modern wicker, rattan, bamboo and gold furniture, lighting, and fixtures. Come and relax in this private neighborhood in the perfect St. Paul l

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

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.

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.

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.

A Cozy & Spacious 1BR Apt btw Downtown STP/MPLS

The top floor apartment in a turn of the century home (built in 1904) within a historic neighborhood of Saint Paul between the downtowns. The unit is spacious with 1,100 square feet and a vaulted knotty pine ceiling. The space is a couple blocks away from the mansions of Summit Avenue, the shops of Grand Avenue, and within walking distance of Mitchell Hamline School of Law. The Green Line and I-94 are 1 mile away, MSP Airport is 6 miles away, and the Mall of America is 9 miles away.

Studio near Downtown w Spa Shower, Snacks, Drinks!

Explore the historic West 7th neighborhood from the comfort of this centrally-located private basement studio. You’ll be an easy 15 minute walk to downtown St. Paul and the Xcel Energy Center & surrounded by breweries, restaurants, coffee shops, etc. FREE street parking directly out front of the house! Stocked with snacks, beverages, amenities, & thoughtful touches! NOTE: The entrance is in our backyard. You will need to go down a set of 7 fairly narrow, steep steps.

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.

Stylish Modern Farmhouse in Heart of Walkable West 7th

One of a kind farmhouse combining luxury and style, in the heart of West 7th Saint Paul. - Prime location! Local breweries, Cafe's, Restaurants all within Walking Distance - Walkable or short ride to Xcel Energy Center and Downtown St. Paul -Front porch and private backyard patio - Smart TV with Netflix, Antenna (no cable), and various movie/TV apps. - Free Wifi - Kitchen essentials and snacks - Keurig coffee station - Casper mattress with luxurious bedding

Sparrow Suite on Grand


This 650 sq ft basement gem is tucked in a super walkable neighborhood. You’ll have your own entrance, ONE free parking spot out back. Above the suite is a private tattoo studio — you might hear a little light foot traffic during Monday to Friday (10 AM to 5 PM), but it’s delightfully quiet otherwise. Note for our taller friends: the ceilings are 6 feet 10 inches high, with a few cozy spots at 6 feet. (Dogs CAN NOT be left alone at Airbnb)