Vacation rentals in Roseland

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Top-rated vacation rentals in Roseland

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Superhost

Condo in St. Joseph

4.86 out of 5 average rating, 7 reviews

Surf Loft – Vacay Dwntn nr Beach, Park, Amenities

Surf Loft in St. Joseph, MI - the best of all vacation worlds. A gorgeous living space. Fireplace, flat-screen TVs, pro Foosball. Huge posh deck with gas grill. Walk to the beach, park, harbor, arboretum or thru downtown's boutiques, shops, eateries, art museum and more! Featuring spacious open design LR-DR-Kitchen, fabulous natural light, elegant-comfy bedrooms and deluxe bathrooms. Your and your guests' R-and-R levels will be off the charts. Morning coffee of the finest kind, anyone? Oh, yeah.

Superhost

Cottage in Lakeside

4.79 out of 5 average rating, 48 reviews

Fun Duplex 200Yds 2 Lake Michigan-Pool/HotTub&More

Two 4 Bedroom 2 Bath Cottages only steps to private Lake Michigan Beach. Dedicated rental Cabins each w/ Chef's Kitchen, Updated Design w/ modern amenities. Kids & adults enjoy the amazing Pool and Hot Tub (Seasonal availability). Near Lakefront, Fruit Picking Farms, Vineyards, Warren Dunes St. Park, Golfing, XC Skiing, Union Pier & Three Oaks where kids play at Timbertown. 5 min. to New Buffalo to charter fishing boats & witness amazing views of harbor & sunsets from restaurant roof-top deck.

Guest favourite

Cottage in New Buffalo

4.96 out of 5 average rating, 183 reviews

Voted #1 Family Getaway In SW MI for 2019-2024

Welcome to our home away from home. Spacious, comfortable interior and large wooded lot. 8 blocks to the beach - 4 blocks to downtown shopping, restaurants, bars etc. We have thought of everything to make your stay enjoyable and carefree. Sleeps 10 -12 comfortably. Our large decks, brick patio and backyard, make our home a great place to come back to after spending the day at the beach, touring wineries & craft breweries, or taking in the beauty & fun activities southwest Michigan has to offer

Guest favourite

Cottage in Union Pier

4.98 out of 5 average rating, 212 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.

Superhost

Apartment in New Buffalo

4.9 out of 5 average rating, 21 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 Sawyer

4.96 out of 5 average rating, 78 reviews

Here and Now

Newly renovated home that has been featured in magazines on Interior Design. One of a kind home 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. Brand new large 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.

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!

Guest favourite

Cottage in Three Rivers

4.97 out of 5 average rating, 88 reviews

A hideaway retreat on a private lake for relaxing.

INQUIRE FOR WINTER RATES FOR WEEKEND GETAWAYS!!! 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 and 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.

Guest favourite

Home in Lakeside

5 out of 5 average rating, 57 reviews

Beautiful New Retreat in Lakeside - Walk to Beach

Our sunny Harbor Country home is surrounded by woods at the end of a private street and is walkable to Lake Michigan. 7-day Saturday to Saturday rental only, please. We are a 15-min walk from the Union Pier/Berrien public beach, 5-min drive from New Buffalo & Sawyer, 10-min drive from Three Oaks. There is even a pickleball court outside the front door! Occasional trains only add to the atmosphere. Owners stay on premises in their separate, upstairs studio from time to time.

Superhost

Home in Three Rivers

5 out of 5 average rating, 7 reviews

Beautiful Family Friendly Beachfront Retreat

This three-bedroom, two-bathroom home sleeps up to 10 people and features a beautiful beachfront with a dock, hammock, and campfire area. Enjoy stunning sunsets from the deck, and dine in the screened-in porch or cook on the gas grill. The fully renovated interior includes all new appliances, a washer/dryer, TV, and Wi-Fi. Just a short drive to town for grocery stores and dining, this tranquil retreat is ideal for escaping the hustle and bustle of city life.

Superhost

Condo in Stevensville

4.98 out of 5 average rating, 40 reviews

Sunset Pointe Chalet #31: Beach+ Pool + Games

***Superhost*** Book with confidence! This Our privately owned vacation rentals have more then 100 5 star reviews. Book now for an off season getaway or summer of 2025! This Chalet is completely remodeled and has gorgeous panoramic views of Lake Michigan. This unit is in the exclusive beach block section of this fun family resort. Enjoy beautiful sunsets right on your deck! It is a 1 minute walk to the beach and right next to the heated pool!

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.