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.

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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, 663 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, 108 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.

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
4.9 out of 5 average rating, 210 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, 312 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.

Top guest favourite
A spacious bed with crisp white linens is positioned against a wall adorned with an abstract art piece. Natural light filters through a large window, complementing the minimalist decor, which includes a wooden nightstand and a soft area rug underneath.
Guest suite in White Bear Lake
4.99 out of 5 average rating, 141 reviews

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.

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, 596 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
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.95 out of 5 average rating, 579 reviews

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

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, 110 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, 197 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, 171 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
A stylish studio interior features a spacious bed with crisp white linens, complemented by a dark accent wall. A comfortable seating area with a green couch and patterned pillows is present. Additional furnishings include a wooden dresser, a table, and large windows providing natural light.
Guest suite in Saint Paul
4.98 out of 5 average rating, 337 reviews

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.

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 Nokomis
4.99 out of 5 average rating, 525 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!

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 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 wifi, over 40 homes with air conditioning, 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!

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