Pet-friendly vacation rentals in Grand Beach

4.93 out of 5 average rating, 443 reviews

Chalet in La Porte

Pet friendly, lakefront home directly on Pine Lake

Looking for a relaxing lake vacation? Our studio home is directly on the water with docks to offer for guest use during warm months. Great fishing spot with included kayaks and seasonal pontoon boat to explore on the lake. Our gas fireplace on the deck provides amazing memories and relaxation. Gas grill, outdoor furniture, clean space to swim between docks, and so on! Wifi, streaming networks, and board games provided in home! Pine Lake Airbnb is the place to be for your next vacation adventure!

Place to stay in Michigan City

A screened three-season porch features a comfortable hammock and two chairs with cushions. A small table sits between the chairs, and natural light filters through the surrounding windows, allowing views of the greenery outside.

4.98 out of 5 average rating, 129 reviews

Tryon Farm "Bees Place" 100 acres of nature/trails

Charming 2 bed 2 bath, unique modern barn house. Relaxing screened three-season porch. In warm weather hammock is up and ready for you! Private courtyard with Gas Grill/Swing. Chilly weather come warm up next to the wood stove. Large overhead windows offer natural light & night sky views. Great views throughout. Leashed pet welcome. Tryon Farm community offers over 100 acres of wooded walking trails, a fishing pond & tree swing. One mile to Shady Creek Winery, close to beaches, and brewery’s.

4.98 out of 5 average rating, 210 reviews

A spacious wooden deck is adorned with soft string lights overhead, creating a cozy ambiance. Two comfortable chairs and a small table are positioned for relaxation. A potted plant with bright yellow flowers adds a touch of color to the inviting outdoor space.

Cottage in New Buffalo

New Buffalo retreat - Perfect year-round getaway!

Located in the heart of New Buffalo and walking distance to everything, this recently remodeled cottage is the perfect place for an escape. With an open kitchen/porch concept, leading out to a massive natural wood deck, your entry to a huge fenced in corner lot, there is no shortage of space for any summer activity or just to get back to a quieter, more relaxing pace. In winter months New Buffalo is just as charming with fewer visitors and plenty of opportunities to explore the area. CR23-0048

A spacious living area showcases a light-colored sectional sofa adorned with plush pillows. Large windows allow natural light to fill the room, revealing wooden flooring and eye-catching artwork on the walls. A dining table is visible in the background, complemented by a minimalist plant.

4.98 out of 5 average rating, 303 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

4.82 out of 5 average rating, 339 reviews

A multi-level house is set on a grassy area, featuring a stairway leading to a deck adorned with flower pots. Vibrant red canopies provide shade, and bicycles are stationed nearby, creating an inviting environment. The exterior showcases a mix of wooden and painted surfaces.

Home in Chesterton

South Shore Studio Apartment {National Park}

I have to warn you definitely not a hook up spot or party house!!! typically rise with rooster on this 5 acre country setting with a small fishing pond. 420 friendly .. Quiet hours are 11 -8 generally some music playing, musicians are welcome !! if you happen to book on a Sunday i host an Open Mic in my Barn every Sunday ..... pretty relaxed. Upon arriving, turn into the driveway, and then right into the yard. Apartment is upstairs, the door is open with the keys inside. ✌️

4.95 out of 5 average rating, 206 reviews

The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.

Cabin in Michiana

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

A dining area showcases a long, dark wooden table paired with a bench and a stylish chair. An industrial-style light fixture hangs above, illuminating the space. A decorative plant and artwork add warmth to the setting, accented by textured wall coverings and natural light.

4.94 out of 5 average rating, 358 reviews

Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub

Luxury farm retreat on 7 wooded acres with hot tub, yoga shed, fire pit, fully fenced yard & pond! This home is a five minute drive to the beach, blueberry picking, Burn 'Em Brewing, Shady Creek Winery, next to Tryon Farm or 10 minute drive to downtown, the casino, and the outlet mall, but our guess is that you won't want to leave the property! This designer home has super comfy beds, 800 thread count sheets, a gourmet coffee bar, screened in porch, and even a tiny library in the laundry room

The modern tree-house structure is illuminated by warm lighting, showcasing large windows that reflect the surrounding trees. A screened porch with seating is visible, extending from the main building, creating a connection with nature.

4.96 out of 5 average rating, 294 reviews

TRYON FARM MID-MODERN SPA IN THE WOODS

Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

5 out of 5 average rating, 119 reviews

A spacious living area is presented with large windows allowing natural light to fill the room. A dark sectional sofa, accented with red pillows, faces a wooden coffee table. A light-colored armchair and a small ottoman complement the cozy setting, while a framed rug adds warmth to the wooden floor.

Home in Grand Beach

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."

4.94 out of 5 average rating, 141 reviews

A spacious living area is highlighted by large windows framing views of surrounding greenery. A cozy seating arrangement features a light-colored sectional sofa, paired with unique accent chairs. A modern coffee table made of wood and glass sits atop a patterned rug, with a sleek television positioned nearby.

Home in Union Pier

cozy new buffalo cabin, hot tub, 14m walk to beach

Kick back and relax in this calm, and cozy stylish space , Brand new home . Full of windows to gaze into the forest , very private. This is the guest home behind main home . Heated polished concrete floors and a screen porch highlight the experience along with the hot tub and ultra private setting of home . 3 large bedrooms, large great room and kitchen , dinning upscale gathering area . Small train tracks next door , it runs 3-5 times a day ( usually short train ).

A private backyard features a patio space with a table surrounded by four chairs. The area is paved with stones and includes a raised wooden deck, a grill on the deck, and flower beds adding a touch of greenery. The house is painted in a warm peach color.

4.95 out of 5 average rating, 161 reviews

Midcentury marvel steps from beach! Pups

Year-round beach fun an hour from Chicago!Welcome to Barefoot Bungalow, a mid-century marvel with modern amenities. Your group will love the game room with pool table, ping pong. Private dog-friendly fenced backyard with grill, patio & firepit. Short stroll to Stop 7 to beach (Beachwalk boardwalk, wagon provided). Quiet relaxation far from the madding crowds. So many excellent restaurants, shopping, brew pubs, wineries, hiking, biking. Off-street parking, Wave bus