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!

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!

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.

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

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.

DT Hudson Home w/Hot Tub, 1 block from Riverwalk!

Step into history at our 5-bedroom downtown Hudson retreat! Nestled just 4 blocks from shopping and dining, and only 1 block from the historic St. Croix River, this home seamlessly combines modern comfort with timeless charm. Gather your friends or family and enjoy dining, shopping, nature, and the many other local attractions in Hudson...then, come back and refuel in this comfortable space with a hot tub! Immerse yourself in downtown Hudson and relax and enjoy a beautiful, historic home.

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.

Comfy Mid Century Maplewood Home

Nicknamed the Lighthouse, this Mid-Century gem serves as a beacon to all guests. The beautiful 2,200 sq ft home has recently been remodeled. Guests will enjoy having privacy with the entire home to themselves. The Lighthouse boasts large, private yard with seasonal fire pit, grill & seating, great location, just 10 min from St Paul and 25 from MSP airport. Located on the Gateway State Trail and near many parks and lakes. Six bedrooms, two full bathrooms, washer/dryer, two 55" Smart TV's.

Valley View Indoor Pool/Hot Tub/Arcade

Step into luxury at our expansive 5BR Twin Cities retreat, perfectly marrying comfort with elegance. Revel in our year-round heated indoor pool and hot tub with serene golf course views. The home is a masterpiece of design, featuring a vast game room, a gourmet kitchen, and plush living spaces for ultimate relaxation. Nestled in picturesque Hastings, close to St. Paul's charm, it's the quintessential setting for family joy, corporate retreats, and deluxe gatherings.

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.

St. Paul's Best View: The Prospect House

Welcome to The Prospect House, a historic Tudor home perched on the bluffs of Saint Paul with breathtaking views of the city skyline and the Mississippi River. Initially built in 1912 on Prospect Terrace, the property is located near Wabasha Street Caves and Harriet Island Regional Park. We've lovingly restored this charming home to create a stylish and unique guest house experience, perfect for groups and families seeking a memorable stay in Saint Paul.

St.Paul/Minneapolis/Maplewood/Woodbury Family Home

Clean, cozy, and spacious 4 bedroom home with new and updated appliances located in a convenient prime area of Saint Paul; - 15-20 minutes from MSP airport and Mall of America - 7 min from downtown Saint Paul - 19 min from Minneapolis - quick and easy access to I-94, I-494, I-694, I-35E, US 52, US 61 - Free fast fiber optic internet - Netflix provided - Toiletries provided - 2 parking space on driveway