Holiday houses in Peshawbestown

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Top-rated holiday rentals in Peshawbestown

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

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Top Guest favourite

A custom craftsman home is displayed with a large deck featuring several bright chairs and surrounded by landscaped greenery. The expansive windows provide outdoor views and allow natural light to fill the interior. Towering trees in the background create a serene, wooded atmosphere.

Cabin in Suttons Bay

Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC

Stunning, secluded, custom built craftsman home with over 2 acres just north of the charming Village of Suttons Bay. Open concept living, Grande Hot Springs hot tub, outdoor fire pit, & main level master suite. Very close to wineries such as 45 North, Aurora Cellars, and Tandem Ciders. A short drive from the beach, TART trail, shops, and restaurants of downtown Suttons Bay. Feel the tranquility of Leelanau County while still being close to Traverse City, Sleeping Bear dunes, Northport, & Leland.

LocationFamilyPets

4.97 out of 5 average rating, 312 reviews

Guest favourite

An open-plan living and dining area is displayed, featuring a large wooden dining table surrounded by dark chairs. A cozy seating arrangement with light-colored furniture is positioned near a stone fireplace. Natural light filters through the windows, highlighting the room's warm tones.

Home in Suttons Bay

Pineview Place - Suttons Bay

Make Memories...nestled among wispy pines just 2 miles south of Suttons Bay is Pineview Place! A retreat complete with 3 King Bedroom Suites each with a private full bath! Open plan living, kitchen, dining area. Cozy fireplace in 4 seasons room, sip coffee on the front porch, roast marshmallows at the firepit or soak away a busy day in the hot tub! Explore nearby Leelanau Wineries, hike/bike nearby TART Trail, Sleeping Bear Dunes, petoskey stone hunting and more. Accepting holiday reservations.

LocationFamilyAmenities

4.97 out of 5 average rating, 110 reviews

Guest favourite

The exterior of a rustic barn-style home is shown, surrounded by lush greenery and tall trees. A set of stairs leads to a spacious wrap-around deck, enhancing the inviting entrance. A gravel path provides access to the property, highlighting its natural setting.

Barn in Suttons Bay

Luxe Suttons Bay Barn w/ Hot Tub-Games-Fire Pit

Gather your crew at this renovated luxury barn perched on a wooded bluff with serene creek views. Three spacious levels offer 4 bedrooms (4 queens, 2 kings) and 4 full baths—plenty of room to spread out in style. The open-concept main floor is perfect for hosting and connecting, while the basement lounge/game room adds extra fun. The 10 person hot tub is always a favorite. Across from Starry Night Barn & Studios and 5 minutes to downtown Suttons Bay in the heart of Leelanau Wine Country.

FamilyLocationHospitality

4.97 out of 5 average rating, 131 reviews

Top Guest favourite

Home in Lake Leelanau

The Sweetbriar

This beautifully remodeled 100-year-old home was taken down to the studs and is now essentially brand new. The stunning new kitchen features gas cooking and new appliances, perfect for cooking and entertaining. The spacious, brand-new bathroom boasts a luxurious walk-in shower and soaking tub for ultimate relaxation. Smart TVs, high-speed Wi-Fi, and a cozy gas fireplace ensure your comfort. Don’t miss the screened-in porch—it’s the perfect spot to unwind and enjoy the surroundings!

ValueLocationWalkability

4.92 out of 5 average rating, 305 reviews

Guest favourite

Cottage in Suttons Bay

Private BeachM22! Close to wineries, Sand Dunes

Your family will love to relax here! Best beach in the area, great for small swimmers and big swimmers alike. Warm and shallow, and the cottage is recently updated with all the comforts of home. Close to some of the world best wineries, skiing and ice fishing. Spend days kayaking with provided kayaks. New beds, organic bamboo bedding, fully stocked kitchen, and a beach side fire pit will help you create lasting memories for years to come. Pets allowed with pet fee, please read rules

FamilyLocationPets

4.89 out of 5 average rating, 170 reviews

Top Guest favourite

A light and airy bedroom features a spacious bed adorned with crisp white linens. Natural light floods in through two windows, complemented by soft beige curtains. Matching bedside lamps illuminate the room, while a decorative pillow adds a subtle touch of color against the simple backdrop.

Cottage in Lake Leelanau

Vineyard Cottage | Barrel Sauna on a Vineyard!

The Vineyard Cottage is a charming 4-bedroom home located in the heart of Leelanau's wine country by Aurora Cellars. This property overlooks estate vineyards, the boutique winery, and beautiful rolling countryside. Enjoy our barrel sauna with panorama views! Aurora Cellars is open year round, so stroll over and have a glass of wine or flight during your stay and enjoy the beautifully manicured property and vineyard trails or explore Leelanau County from this centrally located oasis.

LocationFamilyComfort

4.91 out of 5 average rating, 206 reviews

Top Guest favourite

The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.

Cottage in Northport

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

ValueFamilyAir conditioning

5.0 out of 5 average rating, 340 reviews

Guest favourite

A modern kitchen is presented with white cabinetry and a granite countertop. Open shelving displays colorful dishware, while a white refrigerator stands prominently. The kitchen layout includes ample space for movement and is illuminated by recessed lighting.

Apartment in Suttons Bay

Private, peaceful country setting.

Our charming free-standing apartment offers a private entrance with convenient parking in front. We are located in the center of Leelanau County's Wine Country; a birding, cycling and hiking, paradise. We are within close proximity to Sleeping Bear Dunes National Park and surrounded by miles of pristine Lake Michigan shoreline. There are abundant restaurants of varied ethnicity and quaint shops in the County and even more just 20 miles south in Traverse City.

LocationValueBarbecue

4.96 out of 5 average rating, 154 reviews

Top Guest favourite

The exterior of the apartment features a modern design with a sloped roof and wood accents. Two red adirondack chairs are positioned near the entrance, surrounded by carefully arranged landscaping including rocks and plants. Trees stand in the background, enhancing the natural setting.

Guesthouse in Suttons Bay

Red Twig Studio

Beautiful apartment, new construction with great amenities. Kureg , small fridge and a microwave...NO stove. Wooded area, in the middle of Wine Country; near beaches for kayaking; canoeing; paddle boarding; swimming; hiking and biking; casino. Central Leelanau Peninsula, hardly 2 minutes from the nearest beach.Just minutes away from Leland and Fishtown, charter fishing and shopping; several golf courses. Sleeping Bear Dunes nearby.

LocationFamilyCheckout

4.98 out of 5 average rating, 321 reviews

Guest favourite

An interior view of the cozy cottage features a wooden ladder leading to the loft area. A light-colored sofa with decorative pillows is positioned next to a small white coffee table. The kitchen area showcases a stainless-steel range, modern appliances, and open shelving against rustic wooden walls.

Tiny home in Suttons Bay

Cozy, Rustic Little Cottage in the Woods

Cozy, rustic tiny cottage in the woods is located about 6 miles (10 minutes) North of Suttons Bay town center and 9 miles (15 minutes) South of Northport. Downtown Traverse City is 22 miles or (35 minute) drive. Location is close to many beaches, restaurants, wineries, microbreweries, and Sleeping Bear Dunes National Lakeshore. It is a great place for couples seeking a quiet romantic getaway or a single outdoor adventurer.

ValueFamilySolo travel

4.92 out of 5 average rating, 180 reviews

Top Guest favourite

A charming two-story house is framed by trees and a lush green lawn. An American flag hangs from the front, while inviting seating is visible on the porch. The sunlight casts a warm glow over the exterior, enhancing the welcoming presence of the home.

Home in Northport

Cherry Farmhouse60 AcresCentral AirFireplace

♥Completely renovated in 2016 ♥Located on acclaimed M-22 in Leelanau County ♥ 2 miles to Town & Beaches & Marina ♥ State parks,wineries, microbreweries, bowling, golf course, casino and art galleries,all within 10 min drive ♥Cross Country Skiing/Snowshoeing right out the Door! ♥Friday night music in the park, farmers markets and MUCH more! ♥A great place for couples, families, Bikers, Cyclists or Girls Long Weekend!

FamilyValueAccess

5.0 out of 5 average rating, 127 reviews

Guest favourite

The modern exterior of the house is characterized by wooden cladding and large windows, harmonizing with the surrounding forest. The entrance features a pathway leading through lush greenery, contributing to the seamless integration of architecture and nature.

Home in Lake Leelanau

Birch Le Collaboration House

Birch Le Collaboration House was designed as the ultimate Hygge Supply Home. Established to showcase our sustainable partners and modern design, the home offers a unique experience integrating architecture and nature. Centrally located near quaint towns, beaches, wineries and hiking, the home is a great gathering spot in any season to entertain family and friends.

ValueFamilyCleanliness

4.92 out of 5 average rating, 293 reviews