Holiday rentals in Lakeland

Guest house in Stillwater

4.97 out of 5 average rating, 104 reviews

Harriet Carriage House Adorable 1BR with fireplace

Enjoy a quiet stay in this stylish, centrally located Stillwater Carriage House apartment. This private, stand-alone apartment is just under a mile walk to downtown Stillwater, a few blocks from hand-roasted coffee, a historic neighborhood bar, amazing boozy pies, the Summer Farmer's Market, and Nelson's Icecream Shop. Our gem is poised to please with the atmosphere of a boutique hotel, the convenience & privacy of an apartment, and a gateway to nature, culture, and lasting memories. Lic# 2022-6

4.93 out of 5 average rating, 152 reviews

Guest suite in Hastings

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

4.96 out of 5 average rating, 259 reviews

Cottage in Lakeland

Entire home near Afton, state parks, skiing, 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.

4.82 out of 5 average rating, 200 reviews

Flat in Hudson

The Blue Door | Your Modern Stay | Near Downtown

The Blue Door is the perfect retreat spot for couples and families! This cozy apartment offers 2 beautiful bedrooms, a bathroom with a tub & shower, a spacious kitchen, and a living room with a fireplace that will make you want to cuddle up with loved ones! The Blue Door is only 5 minutes from downtown Hudson, WI. Downtown offers 13 + restaurants that will make your taste buds dance! Hudson offers many attractions such as Willow River State Park, St. Croix River, Cracker Barrel Winery and more!

Farm stay in Cottage Grove

4.95 out of 5 average rating, 527 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

4.87 out of 5 average rating, 317 reviews

Dome in Afton

Star Gazing Glass House 4 Season with Hot Tub

This glass house is heated by 3 infrared heaters in the winter and a portable AC unit during the summer. 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 house in South Saint Paul

4.86 out of 5 average rating, 659 reviews

Twin Cities Guest Cottage

This Suburban Cottage is conveniently located in the southern highway nexus for MSP, with quick travel to Xcel, Downtown Saint Paul, MSP international, and multiple other attractions. It offers a unique out of the way experience that is no more than 15 minutes from both the Children’s Museum and the Mall of America. With on-site parking, a private entrance, Wi-Fi, and the traditional convinces of home, this cottage provides a extended stay experience that can still get you anywhere fast.

4.87 out of 5 average rating, 317 reviews

Farm stay in Roberts

Very private, country, wildlife, & comfort of home

Close to the St. Croix River and the Twin Cities. 2 State Parks within 10 minutes, and great dining in Hudson, River Falls, & Stillwater. Perfect for couples and family adventurers. 35 minutes from MSP and 1.5 miles off I-94. When things green up during spring and summer, it is a park like setting. Fall brings beautiful brilliant color. Winter brings cross county skiing, snowshoeing, tubing, and hiking. A treasure for nature enthusiasts. Natural setting with woods, deer, birds, turkeys.

4.99 out of 5 average rating, 133 reviews

Cottage in Lakeland

Rose Cottage By The River

Come visit my little pink cottage by the river! Close to Historic Stillwater and Afton! Afton Alps Ski Resort is 8 minutes away! Tons of shopping, antiquing, cute little bars and restaurants and lots of hiking and trails! My cottage is perfect for girls weekends, bachelorette or shower weekends, and ski trips! I like to treat my guests with wine, treats, and fun spa items to enjoy! Feel free to use my craft room too! Make something cute! Sign my guest book and have a great time!

4.98 out of 5 average rating, 269 reviews

Cottage in Hudson

Cozy cottage in historic downtown Hudson!!

Welcome to my vacation rental home in beautiful Hudson, WI. This home is walking distance to the St. Croix River, Lake Mallalieu, and the wonderful shops and restaurants in downtown Hudson. This cozy home was remodeled specifically to host travelers. Every effort has been made to provide the amenities people seek while away from home. This is a one bedroom home, the second bed is a queen sized pull-out Murphy bed located in the living room. County Permit ID - LDGA-B6QPT9

4.9 out of 5 average rating, 126 reviews

Home in Hudson

Lake Life Lodge- Downtown Hudson, WI

Recently remodeled home just blocks from downtown, and 1 block from walking paths along the river! Come enjoy our charming town for a weekend away full of great food and things to do! The Lake-Life Lodge comes with driveway & street parking, fast wifi, a backyard fire pit with beautiful lighting, full kitchen, and everything else you'll need. Ask us if there’s anything additional we can provide. Kayaks for rent! Enjoy your stay at Hudson's Lake-Life Lodge!

4.96 out of 5 average rating, 185 reviews

Guest house in Hudson

Cottage in historic Hudson, 5 blocks from DT

Enjoy the charm of Hudson WI while spending your nights in this lovely cottage. 5 blocks walking distance from the hub of activity, you can enjoy all that the community has to offer and come home to a cozy comfortable environment . This private setting has its own entry and parking and is a perfect for corporate rentals, friend or couple getaways. Advance notice required if bringing a pet- please review house manual for details .

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Popular amenities for Lakeland holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Lakeland

Guest suite in Stillwater

4.94 out of 5 average rating, 211 reviews

Treetop Apartment

TaylaRating, 5 stars3 weeks ago

We absolutely loved our second visit here! This time we brought our kids. So relaxing comfortable and we loved the little touches. Thank you!!!

5 out of 5 average rating, 40 reviews

Farm stay in Lake Elmo

Lovett Farm on Shady Lane

KatelynRating, 5 stars3 weeks ago

Meredith’s place was beautiful and we felt right at home. The kids loved the goats and being that we are used to electric fencing we enjoyed visiting the calves that arrived while we were there. The house itself has so much character and was decorated beautifully. Being an old house, the air conditioning upstairs takes awhile to catch up, but there were lots of fans available if needed. Meredith provided everything needed for a short stay and we didn’t need to buy much and probably overpacked some of the essentials like toilet paper and paper towels. We will be back to stay next time we are in town!

Guest suite in River Falls

4.66 out of 5 average rating, 152 reviews

Quiet Bedroom Suite in Wooded Setting

LindaRating, 5 stars3 weeks ago

Janet and Mark are kind and thoughtful hosts, who respond quickly. Quiet location, unit corresponds exactly to the description. Really glad I got to spent Memorial Day weekend at this place.

Townhouse in Hudson

4.75 out of 5 average rating, 4 reviews

Cozy 2 bed townhome with/Garage

Atas AbukarRating, 5 stars2 weeks ago

Cute lovely place to stay at my kids enjoyed every moment of it. Especially the backyard and the squirrels.

4.85 out of 5 average rating, 26 reviews

Guest suite in Houlton

Cozy spot to relax and enjoy

BretRating, 5 stars5 months ago

Very beautiful home, 5 minutes from Stillwater, awesome movie theater and pool table! Suzi was a generous and kind host!

5 out of 5 average rating, 44 reviews

Home in Lakeland

St Croix Riverhouse

JoannaRating, 5 stars10 months ago

Stayed at here for a family wedding for 3 nights and wished we could have stayed for a week. The place is even nicer than the photos show, spacious, clean and beautiful. Prestige surroundings with sweeping views of the St Croix. Our family enjoyed swimming off the dock, watching osprey and eagles, and cooking in the spacious kitchen. Stellar spot. Would absolutely come again!!

4.92 out of 5 average rating, 12 reviews

Home in Lake Elmo

Hometown Hideaway - Lake Elmo

DebraRating, 5 stars6 days ago

It was perfect! Do not be fooled by the older house. The inside has been recently updated and all the furnishing were very nice. Matt was an exceptionally pleasant and accommodating host. I will use again when I have guests in town. Thanks!