Holiday rentals in May Township

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Top-rated holiday rentals in May Township

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Guest favourite

Guest suite in Osceola

4.95 out of 5 average rating, 212 reviews

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!

Guest favourite

Cottage in Lakeland

4.96 out of 5 average rating, 214 reviews

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.

Guest favourite

Farm stay in Cottage Grove

4.95 out of 5 average rating, 450 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

Guest favourite

Cabin in Grantsburg

4.95 out of 5 average rating, 607 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Guest favourite

Place to stay in Saint Croix Falls

4.94 out of 5 average rating, 176 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2. Situated in the forest, the cabin is visible from the Gandy Dancer Trail. The front porch boasts an access path that goes directly to the popular Wolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5 minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Superhost

Guest suite in White Bear Lake

4.91 out of 5 average rating, 146 reviews

Jim & Peg’s Private Suite

Your private suite includes a bedroom with two queen beds, a kitchen and sitting nook, a bathroom, a large television with cable and hookups for your tech devices. A den/ living room with a fireplace and a tv, and a private deck. Just steps out the door you can take the stairway down to the lake and enjoy sunset and lake views. Lake toys are available. Our home is just a quick 2mi drive into the town of White Bear Lake- a charming, hip and town full of shopping, dinning, more lake.

Guest favourite

Guest suite in Forest Lake

4.95 out of 5 average rating, 157 reviews

Romantic Lakeside Loft.

A wonderful lakeside getaway, with beautiful lake views from your suite and deck. Guest suite includes full kitchen, living room with fireplace, bedroom with attached full bath. Private entrance on side of home with your own private deck for lounging. dining and grilling. Large yard for playing games, fire pit and outdoor tiki bar. Plenty of dock space for boats. Direct access to lake for floating ,paddling, swimming, fishing and relaxing. Paddleboard and kayak available for your use.

Guest favourite

Tiny home in Grantsburg

4.97 out of 5 average rating, 530 reviews

Snowshoe Creek & Little Wood Lake Tiny House

New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

Guest favourite

Guest suite in White Bear Lake

4.94 out of 5 average rating, 142 reviews

The Grace Place

In downtown White Bear Lake. Walking distance to caribou, shops, restaurants & cupNcone. Home is an upper level with 2 bedroom & 1 bathroom. Guests must walk up a flight of stairs located in the rear of the home to enter the house. If stairs are not your friend you will want to pass on this listing . Home has smart TV with Netflix and local channels. Pet welcome for $100 a trip or $25 a night (whichever is less). There is also a charge for more then 5 guests of $25 a night.

Guest favourite

Home in Somerset

4.99 out of 5 average rating, 227 reviews

Resort LeMire

Secluded vacation style home on 50 acres of woods, tree farm and rolling hills with approx. 3 miles of trails. 3000 square foot home with 3 bedrooms and newly remodeled kitchen and living area. Pool, hot tub, in ground trampoline, basketball court, 50’ slip and slide, 2 golf carts! The hot is filled with fresh water for each reservation. The price listed is for the entire house and property! No pets. Text me for video. Six,5, one. Three, 4, 3. Seven, 6, 4, three.

Guest favourite

Guest house in Minnetonka

5.0 out of 5 average rating, 269 reviews

Minnetonka Carriage House Guest Suite

This is a separate guest suite built with excellence, comfort, and relaxation in mind. It has a separate entry inside the Carriage House. Owner works in and around the hospitality industry and has a goal to make your experience here a great one: great bed and sleep, great shower, great place to work and to relax. In a residential area but close to many great restaurants, retail shops, and services . This is designed for business travelers or couples.

Guest favourite

Flat in Amery

4.94 out of 5 average rating, 180 reviews

Serendipity Escape - Relax and enjoy nature!

Winter is here! So if you enjoy skiing, snowboarding, cross country skiing, or ice fishing. Just minutes away from Trollhaugen and Wild Mountain Ski resorts. Serendipity Escape on Lake Wapogasset! Available 365 for up to 4 guests, age 12 and older. Full Self Check-In. Fully equipped efficiency apartment with private entrance. Check out all our amenities provided for your convenience and perfect for a relaxing getaway.