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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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, 306 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, 591 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, 572 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, 108 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 large, historic home features a welcoming front porch with stone steps leading to a well-maintained garden. Native plants and landscaping surround the entrance, enhancing the charm of the residence, which showcases architectural details typical of early 20th-century design.
Flat in Summit Hill
4.99 out of 5 average rating, 155 reviews

Shelter With a Cause: Open Your Heart

All revenue from this listing will be donated to Open Your Heart to the Hungry and Homeless. Your stay will provide monetary support to critical homeless shelter needs across Minnesota. Visit OYH.org to learn more. Prime, quiet residential neighborhood. Apartment is entire 3rd floor (over 1000 sq ft.) with separate, locked entrances. One block to public transportation on Grand Ave. 1.5 mile bus ride to downtown St Paul. Short walking distance to many great restaurants on Grand.

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, 166 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
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, 124 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!

Guest favourite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.86 out of 5 average rating, 399 reviews

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.

Guest favourite
A fenced backyard features two blue Adirondack chairs positioned on a concrete patio. String lights are hung above, creating a soft illumination. The grassy area is framed by wooden fences and leads to a door that opens into the cozy interior.
Home in Highland
4.93 out of 5 average rating, 153 reviews

Cozy 2 BR Home | Dog Friendly | Prime Location |

Come visit and explore the Twin Cities area with this centrally located, quiet & cozy space just 10 minutes from MSP airport, Mall of America and both downtown St. Paul & Minneapolis. Attend a show or sporting event, hike the Mississippi river and experience some of the best food that Minnesota has to offer. Nearby US Bank Stadium, Xcel Energy Center, Allianz Stadium, Target Center & Target Field. Plus a Starbucks, Aldi & Planet Fitness just blocks away.

Top guest favourite
A modern living area displays a blue couch and a wooden coffee table. A wall-mounted TV features a nature scene. Two windows provide natural light, while a small dining table with chairs is set in the corner. A minimalist bar area is visible in the background.
Flat in Downtown St. Paul
4.98 out of 5 average rating, 393 reviews

Luxury "Speakeasy Style" Retreat

Discover a newly renovated unique space with luxury touches throughout. From the moment you enter you will find relaxing touches throughout including a 65 inch TV, luxury linens, full sized leather couch, a lit full body mirror and a bathroom that includes luxury soap, shampoo, conditioner, hairdryer and all you could dream of. If you are looking for a nice getaway, a night in town or just a clean luxury place to stay, we got you covered !

Guest favourite
A charming single-story home is framed by vibrant pink flowering trees, highlighting the front garden with green grass and low shrubs. The entrance features a dark door, flanked by large windows that allow natural light to enter the interior.
Home in North Saint Paul
4.81 out of 5 average rating, 129 reviews

One-Level Living! (N. St. Paul Home)

Stay in this lovely newly updated N. St. Paul home! Features a full kitchen for all your culinary needs, living room, 3 bedrooms and full bath all on the main level. Family room and laundry on lower level. Family-friendly neighborhood. Patio deck with weber gas grill. Netflix and local channels. 15 min to St. Paul. 20 min to US Bank Stadium and downtown MPLS and Stillwater. 30 min to Mall of America. 25 min to MSP airport.

Top guest favourite
Cottage in Gladstone
4.99 out of 5 average rating, 187 reviews

Little House by Lake Phalen

Stay in your own private home which was recently remodeled and is located one block from Lake Phalen. The home has a full kitchen which is fully stocked. Breakfast and light snacks are included with your stay. The cushioned chairs and the loveseat have covers which are washed between each guest. The large patio located between the homes is a great place to relax and listen to the fountain or enjoy a meal.

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 ÂŁ30 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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