Holiday rentals with a pool in Gaylord

Sunset Beach Chalet | Hot Tub•Golf•Trails•Nature

Escape to this spacious lakefront chalet, where you can leave your worries behind & experience Michigan in its purest form.This updated Alpine-style home is perfect for family fun year-round, offering full access to the lake with a deck & dock.Kayak, swim, barbecue, or simply relax while enjoying endless outdoor adventures, then cap the day with priceless sunset views from your private outdoor hot tub.Just 6 miles from downtown Gaylord, this chalet is the perfect blend of relaxation & adventure!

Lakefront Cottage for SidexSide & Golf Enthusiasts

Come unwind at Channel Lodge! A cozy, newly updated 3 bedroom, 2 bath lakefront cabin, private hot tub tucked in the heart of Lake Arrowhead — a peaceful, private 640 acre community perfect for year round getaways. This beautiful all sports lake includes fishing, swimming, kayaking, etc. LA is always known for its adventurous trails for SxS & snowmobiles. We are conveniently located within 20-60 minute drive from various skiing resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

Stunning Cabin - Arcade & Pickleball - sleeps 13

Welcome to Porcupine Lodge, relax with the family or enjoy some time away with your friends! Located 1 mile into Michaywé golf community and 12 minutes from Downtown Gaylord, our cottage provides ample privacy with empty lots on both sides, but easy access to 17 golf courses, 2 ski resorts, miles of snow mobile trails, along with dozens of bars and restaurants. Enjoy the multiple entertaining areas, brand new kitchen, natural gas grill and the Michaywé indoor/outdoor pools, hot tub and sauna.

5 Star 6BR/8-Bed Otsego Gem Available July 4th!

Spacious "Up North" ski & golf retreat located in the hidden gem Otsego Resort. Situated at the end of Logmark Trail, guests enjoy private & gorgeous sunset views across three fairways from the great room & elevated wrap-around deck. Custom lodge style walkout basement with rec room, gas fireplace, full bar, pool table, large flat screen TV & USB surround sound system! Perfect for everyone in your group to have fun on 3 full floors! Walk to resort restaurants, bars & amenities or bike downtown!

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! Trail 4 Access. Mod furniture, hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), and ATV Trails await. Your ideal home away from home is waiting for you!

Fallen Timbers Cottage in Lake Arrowhead

Experience the tranquility of a charming 4-bedroom cottage nestled in the picturesque Lake Arrowhead, featuring a refreshing atmosphere and abundant natural light. Enjoy a heated outdoor pool and access to all-sports Buhl Lake! Gaylord, Michigan offers something for everyone, with activities like swimming, boating, golfing in summer, and skiing and snowmobiling in winter. Boyne Mountain is just 30 minutes away, while Traverse City, Mackinaw Island, and Petoskey are all within an hour's drive!

Ski/Golf Cozy 4B2B Log Cabin Inside Otsego Resort

Experience rustic elegance with easy access to chairlifts and tubing at this charming spacious cabin in the Otsego Club Resort. This beautiful three-story log cabin features log accents throughout, a well stocked kitchen, a fully finished walk-out lower level and year around easy access to all your favorite Up North adventures. Otsego is the perfect place to snow ski, tube, snowboard and snowshoe during the winter. In the warmer months, it's home to championship golf and an outdoor Pool.

Retro 70s Retreat | Hot Tub, Sauna + Arcade

Welcome to Time Capsule Tower — a fully remodeled retro 70s retreat in Gaylord's Michaywe community. Inside: hot tub, sauna, arcade, bumper pool, movie room with surround sound, putting green, and three distinct hangout spaces for when the group needs to spread out. Michaywe guests also get access to the year-round community pool. 15 min to Treetops Resort, 45 min to Boyne Mountain — skiing, golf, and snowmobile trails all within reach. Plus exclusive local golf and rental perks.

Timber Valley Chalet Ask about seasonal discounts

Timber Valley Chalet provides 4 seasons of rest, relaxation and outdoor fun. 3 bd/2ba +basement to sleep 14 . 5G wifi, full kitchen, fireplace, deck, firepit, backyard that opens up to the woods...everything you need. Easy access to all outdoor activities: ski (downhill & x-country), golf, snowmobile, fish, hunt, hike, bike, boat, swim, atv, snowshoe, ice skate...all in Gaylord. Centrally located in the top of the Mitt, we are also an easy drive to much of northern Michigan.

Beachfront Oasis | Pool+Hot Tub

Escape to paradise in our luxurious beachfront condo, where the sugary sand and lake are just steps away from your door. Perfect for couples and families, this condo promises a memorable and comfortable vacation. Wake up to the sound of waves, breathe in fresh air from your private balcony, take a dip in the pool and relax in the hot tub. Pamper yourself with a soak in the soaker bathroom tub. Come create unforgettable memories at your beachfront oasis!

Shanty Creek/Bellaire/Golf Northern Sunset Retreat

Perfect Couples Getaway! Enjoy all four of Michigans spectacular seasons from this peaceful /spacious studio condo located within the beautiful Shanty Creek/ Schuss Mountain resort. You can either enjoy the day from the back deck with soaring views overlooking Lake Bellaire as well as the 2nd hole of the Legend Golf Course or exploring the many sites only Northern Michigan can provide. We can't wait to Host you and your family in our special retreat

Beautiful Lake Front Home on Lake Arrowhead

Cozy scenic lakefront home with stunning views of beautiful Lake Arrowhead Main level: Mudroom/Laundry Guest bedroom #1 with queen Full bath Kitchen with bar & lake view Dining area with lake view Living room with large window lake views & two Sleeper Sofas Wood burning Fireplace Upper level: Master bedroom with king bed & lake view with attached full bathroom Guest bedroom #2 with a two full beds Loft area with two futon beds & lake view