Holiday rentals in Osolo Township

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Top-rated holiday rentals in Osolo Township

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Howe

4.94 out of 5 average rating, 18 reviews

Lakefront! Girls getaway/Romantic Retreat/low fees

Welcome to your peaceful escape! Delight in the charm of our cottagecore retreat, offering breathtaking lake views. Relax on the spacious screened porch, enjoying the outdoors without pesky bugs. The cozy bedroom, dining area, and living room all feature stunning lake vistas. Pamper yourself in the bathroom with a luxurious soaking tub and steam shower. The kitchen, fitted with new appliances, makes cooking a breeze. From the living room, step onto the deck and soak in the serene environment.

Top guest favourite

Cottage in Union Pier

4.98 out of 5 average rating, 220 reviews

"The Pines" in Union Pier: Year-round getaway

Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Newly updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus add'l parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

Top guest favourite

Home in Sawyer

4.96 out of 5 average rating, 79 reviews

Here and Now

Beautifully decorated home that has been featured in magazines on Interior Design. Fantastic location right next to the Warren Dunes and walking distance to the lake. Beautiful landscaping from every window. Professionally designed home features an upscale interior with a fun twist and a fabulous screened in porch. The perfect spot to enjoy a getaway in style , look no further. 2 separate buildings on the acre property , this rental is for the front building. Wi fi included but can be weak.

Top guest favourite

Home in Coloma

4.99 out of 5 average rating, 104 reviews

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

Superhost

Flat in New Buffalo

4.92 out of 5 average rating, 25 reviews

Charming 2BR/2BA Cottage with Full Kitchen & Patio

The cottages, or townhouses, are situated steps away from the main inn, providing an added sense of privacy while still feeling the vibe of the community. This cottage has two bedrooms (one with a queen bed in the downstairs bedroom + another with 2 twin beds in the upstairs bedroom). Two bathrooms (one upstairs, one downstairs) keep things fresh with a queen sleeper sofa. The upstairs loft space provides extra room for rest. An in-unit washer/dryer and high speed WiFi makes things easy.

Guest favourite

Home in Three Oaks

4.82 out of 5 average rating, 96 reviews

Three Oaks Creek House Perfect

3BR, 2 bath contemporary house on Spring Creek--a spawning waterway and spectacular architectural screenhouse (4th BR) at water's edge. Open floorplan, stone fireplace, gourmet kitchen and 4000CDs for spontaneous entertaining. Tempur-Pedic King master BR/office suite with lots of storage and large desk Queen 2nd BR w/standing desk, dresser, books. Full 3d BR w/ 3/4ba en-suite. Wi-fi throughout, Roku, DirecTV with HBO. Spectacular privacy, quiet and tons of specialty ameneties!

Top guest favourite

Home in Grand Beach

5 out of 5 average rating, 110 reviews

Superhost, hot tub, golf cart, fire pit, large!

Newly renovated 5 bed, 2 bath home in the quaint village of Grand Beach. Golf cart included with rental (in season - May thru mid-Nov). Home is situated on a large lot, high on a sand dune that overlooks the 6th fairway and park area. Enjoy two large decks and year-round eight person hot tub. The property is very private, on secluded street and fully stocked for a great stay. It's a great place to enjoy some down time in an idyllic village in the heart of Michigan's "Harbor Country."

Guest favourite

Home in Stevensville

5 out of 5 average rating, 13 reviews

Cozy Bluebird Cott. w/ Hot Tub!

Escape to our cozy retreat in Stevensville, MI, just minutes from Glenlord Beach Park and Lake Michigan’s stunning views. Enjoy local shops, award-winning bakeries, wineries, and golf courses nearby. Relax in the hot tub, unwind by the fire pit, or enjoy a movie night with Netflix. Our family-friendly home sleeps 5, featuring a fully equipped kitchen, outdoor deck and games. Perfect for a peaceful getaway or exploring Southwest Michigan’s best attractions. Book your stay today!

Guest favourite

Cottage in Three Rivers

4.97 out of 5 average rating, 88 reviews

A hideaway retreat on a private lake for relaxing.

An extremely comfortable retreat experience for recharging yourself with water, sun, nature and quiet. This new cottage is on seven secluded acres, ideal for remote working or small reunions. The spring fed lake is wonderful for swimming, kayaking , fishing, pontooning or simply relaxing on the large decks. Kayaks, row boat, paddle boards, and pontoon INCLUDED. Ideal for introducing children to tent camping, wildlife and fishing.

Top guest favourite

Cabin in Benton Harbor

4.99 out of 5 average rating, 267 reviews

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

Top guest favourite

Home in Benton Harbor

4.98 out of 5 average rating, 136 reviews

Country home near 6 beaches and Harbor Shores Golf

Convenient and close to the following attractions: Harbor Shores Golf Club - 4.9 mi Silver Beach County Park - 7.2 mi Tiscornia Park Beach - 7.0 mi Roadside Park Beach - 5.5 mi Rocky Gap Beach - 4.9 mi Hagar Park Beach - 3.0 mi Riverside Kayak Park - 2.0 mi Opening Fall 2019 Third Coast Paddling - Kayak Rental, Paw Paw River - 5.9 mi Whirlpool Corporation Headquarters - 3.5 mi

Superhost

Cottage in Colon

4.88 out of 5 average rating, 17 reviews

The Hidden Gem

Make some memories at this unique and family-friendly place. All in the Magic Capital of the World! - which boasts several magic shops, theaters, local grocery and hometown pizzeria. Enjoy the lakes all year long with swimming, boating, fishing, and ice fishing. Perfect stay for any season! We have a dock available for mooring your boat as well. Sorry no pets please