
Holiday rentals in Bay Shore
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Top-rated holiday rentals in Bay Shore
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Nature preserve/sunsets/ relax/jacuzzi/fireplace
A great location, northside. A must see. Across the street from Mt McSauba nature preserve trails for hiking, 5 minute walk to Lake MI dunes with a beautiful beach & a 2 minute walk to watch the sunset. 2 miles from downtown. Wheelway Bike path & disc golf. Very cozy atmosphere with a fully equipped kitchen, bring your essential oils and relax in the jacuzzi tub, very comfortable beds, fold down couch and cot if needed , washer/dryer, relax by the wood fireplace Sept-May, Fire pit May-Sept
4.99 out of 5 average rating, 206 reviews
Walk to Castle Farms | Pet Friendly | Near Skiing
The ultimate basecamp for wedding parties, multi-family vacations, and group retreats! Unbeatable Location: • 0.2 mi to Castle Farms (easy walk!) • 2 mi to downtown Charlevoix beaches, dining, & marinas The Space: • 6 Bedrooms (3 Queen, 4 Double beds, 2 Cribs) & 3 Full Baths • Accommodates 2–14 guests comfortably • Fully stocked kitchen, coffee bar & cozy living room fireplace • Game room setup in lower level (foosball, TV, arcade, video games) • Large backyard, Firepit & back porch for relaxing
4.88 out of 5 average rating, 179 reviews
Treehouse at Pincherry Acres—Pure Michigan Magic
Escape to your secluded forest retreat—55 acres of woodland just 10 minutes from Charlevoix, 15mins to Boyne and Petoskey! This one-of-a-kind treehouse, crafted from shipping containers, blends modern comfort with nature. Enjoy three balconies, an indoor fireplace, and a firepit under the stars. Snowshoes, coffee, books, and games are provided. Perfect for couples seeking total peace and seclusion with a truly unforgettable getaway! Book your stay today...what are you waiting for?! 🌲Boyneland
4.85 out of 5 average rating, 91 reviews
Country setting nextdoor to Walloon Lake Winery.
The house is private and quiet. A short walk to Walloon Lake Winery. Start the wine trail here! 10 minute to Walloon Lake public swimming, Petoskey gaslight district, Petoskey State Park. 26 mile bike path Little Traverse Wheelway. Odawa Casino, shopping, theater and restaurants 5 minutes away. Fire pit in the back yard. 20 minute drive to Boyne Mt, Nubs Nob and Boyne Highlands. 17 Golf courses. Entertainment weekly in Petoskey, Harbor Springs and Charlevoix in the summer. Art galleries.
4.9 out of 5 average rating, 168 reviews
Cozy Getaway! 2 Queen Beds/2 twin fold-ups
This nice open space is super comfortable & relaxing. It has vaulted ceilings, ceiling fans, a water dispenser, a grill, a small deck, a fire pit, a picnic table, a soaking tub, etc... With a quick 7-minute drive to either downtown Petoskey or a 10-minute drive to Charlevoix and 20 minutes to Petoskey State Park. There is shoreline access across the road from us at West Park about a mile away. Famous Little Traverse Wheelway trail is across from us. See below for dog info. ($25 flat fee)
4.93 out of 5 average rating, 291 reviews
Private 2 bedroom chalet -steps to Lake Michigan!
Located at Charlevoix's North Point, this brand new cottage is surrounded by water, hiking & bike trails and less than 2 miles to town. Gas fireplace for those cool Michigan nights, large master King bedroom, queen bed in loft and sleeper sofa can sleep up to 5. Full upper deck equipped with gas grill, outdoor seating in a quiet neighborhood 2 blocks from the best sand dunes around. Walk one block to Lake Michigan access and enjoy the sunsets before retreating to your custom-built cottage.
4.99 out of 5 average rating, 110 reviews
Gather! Huge w/Hot Tub, Game Rm <1 mi from Lk Mi
HELLO to your Wooded Northern Michigan getaway! ADA & kid friendly! LOCATION... Centrally located to all that Charlevoix, Petoskey, Bay Harbor, Boyne City, Lake Michigan and Lake Charlevoix have to offer. This 8 bedroom, 4 bathroom home is perfect for families, wedding parties, golfers and skiers alike. At 3,800 sqft there are plenty of bedrooms, common areas, optimal kitchen & dining spaces, multiple outdoor hangouts. So much room it even makes vacationing with your in-laws bearable!
4.93 out of 5 average rating, 44 reviews
The Rhubarbary Ruins - with an outdoor sauna
We have just added an outdoor sauna to this fabulous cabin in the woods behind our house. Although there is only 1 proper bedroom there is a sleeping loft with a queen size bed and window overlooking the hardwood forest. We also have a pull-out couch. Guests have complete privacy and everything provided for a comfortable stay This is a cabin with peaceful relaxation in mind....no loud parties or anything of that nature. Come and enjoy northern Michigan's beauty in all seasons.
5.0 out of 5 average rating, 399 reviews
Petoskey’s “Peeks of the Bay”
Embrace Petoskey’s Sun-Splashed Skylines by Little Traverse Bay. Enjoy our beautiful house in a quiet neighborhood, minutes from the shops in Petoskey’s historic gaslight district, Bay Harbor, East Park, Little Traverse Wheelway and Odawa Casino. Enjoy a cup of coffee or your favorite beverage on the deck while catching peeks of the bay through the tree line. While you're relaxing let your pets run and play in the huge fenced-in yard (additional $75 fee for pets applies).
4.92 out of 5 average rating, 143 reviews
Woodhill Rose Cottage
Nestled in rolling green hills in between Charlevoix, Petoskey, and Boyne City, the Woodhill Rose Cottage offers peace and tranquility with quick access to many amenities. Built in 1930 as a schoolhouse, the tasteful conversion has retained many original features. Natural light floods the cottage through giant windows overlooking ancient maple trees and beyond to a field of wildflowers. It is ideal for romantic getaways, girlfriend trips, ski vacations, and more!
4.83 out of 5 average rating, 12 reviews
Blissful Bungalow
Kick back and relax in this calm, stylish space. The home is surrounded by trees in the the Charlevoix Country Club community. It is just 3 miles from downtown Charlevoix. There are 3 beaches within 3 miles of the home. Nubs Knob and the Boyne resorts are within 30 minutes. The home was recently remodeled and is fully equipped. The home does have well water. The small faucet at the kitchen sink provides pure RO water for drinking and cooking.
4.93 out of 5 average rating, 124 reviews
Welcome home to PENNY Cottage CVX! Renovated + A/C
Welcome to the updated Penny Cottage! Spacious in-town Charlevoix home. Thoughtfully designed interior with elevated materials and custom pieces throughout. The perfect spot to relax after a day of adventuring. 3 bed, 2 bath home with fully equipped kitchen & BBQ grill. A few blocks walk to Lake Michigan beaches or 1 minute car ride. Central A/C, Wi-Fi, Roku TV, books, games, puzzles and toys. Towels & linens provided. STR License: 270-175-00
4.98 out of 5 average rating, 309 reviewsPopular amenities for Bay Shore holiday rentals
Other great holiday rentals in Bay Shore

The Hot Nubs Time Machine A-Frame
4.91 out of 5 average rating, 33 reviews
Queen's Quarters; Castle Farms, Bridal, Wedding
4.93 out of 5 average rating, 59 reviews
Lakefront Luxe Hideaway W/Hot tub!
4.75 out of 5 average rating, 51 reviews
**Newly updated** Spacious 6BR Harbor Springs beach/ski getaway- brand NEW basement
4.93 out of 5 average rating, 82 reviews
Secluded | Hot Tubs | Log Cabin | Sleeps 16
4.88 out of 5 average rating, 16 reviews
Mid-Century Cabin Retreat Near Lake Towns & Slopes
5.0 out of 5 average rating, 41 reviews
The Tamarac house
5.0 out of 5 average rating, 50 reviews
Lakeside Love: Beach & Hot Tub
4.86 out of 5 average rating, 28 reviewsDestinations to explore
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- Village At Grand Traverse Commons
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