Vacation rentals with a pool in Gaylord

5 out of 5 average rating, 51 reviews

A spacious exterior view of a multi-level home featuring a warm stone fireplace and a wrap-around deck. Comfortable outdoor furniture is set on the deck, surrounded by well-maintained greenery and landscaped areas.

Vacation home in Gaylord

Largest 6-Bdrm Townhouse at the Otsego Resort

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!

4.98 out of 5 average rating, 162 reviews

The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.

Cottage in Gaylord

Snow Haven: Hot Tub, Wood Stove, Close to Skiing

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!

4.9 out of 5 average rating, 100 reviews

Cabin in Gaylord

The Beige House 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!

5 out of 5 average rating, 30 reviews

A serene lakefront property is surrounded by tall trees, with a private dock extending into the water. A boat is tied at the dock, and kayaks are visible nearby. The house behind features multiple decks and large windows, inviting nature views.

Home in Gaylord

Lakefront Retreat, Skiing, Fireplace, Snowmobile

Welcome to the Cove at Lake Arrowhead! Relax in this lakefront home on an all-sports lake! With 4 bedrooms and ample sleeping space for up to 10 guests, it's ideal for families and friends. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! It boasts a fire pit, kayaks, paddle boards, outdoor neighborhood heated pool (Summer only), & countless neighborhood ATV Trails. This spacious & inviting home is waiting for you!

4.95 out of 5 average rating, 41 reviews

The rustic cabin features a warm red exterior, surrounded by tall trees and lush greenery. A spacious deck is visible on the upper level, providing a serene view of the well-maintained lawn and dense woods that frame the property.

Cabin in Gaylord

Ski & Tee Cabin at Otsego

Overlooking the first fairway of The Classic golf course at Otsego Club and Resort, the Ski and Tee Cabin offers one of the most central locations to the championship golf courses that make up Gaylord's Golf Mecca. Enjoy the expanded space of a 4-bedroom house with three levels of living space within walking distance of all Otsego has to offer—including 4 restaurants, an outdoor pool, and The Tribute Golf Course (a Robbins/Koch design that tours of the majestic Sturgeon River Valley.)

4.98 out of 5 average rating, 105 reviews

An indoor pool area features clear blue water and decorative palm trees. A yellow water slide spirals down into the pool beside several lounge chairs. Gentle water fountains create a soothing ambiance, while large windows provide natural light to the spacious environment.

Home in Elmira

March Discounts! Pet friendly!

Whether you enjoy skiing, snowmobiling, golfing, orv'ing, sightseeing, or just lying on the beach, we have it all. So come hit the trails or enjoy our golf course then when done for the day, head back to a flaming fireplace or watch the stars by the firepit in summer. Resort amenities including the beach, when open, are available at ADDITIONAL COST and registration. We are pet friendly with a 2 dog maximum, no cats. Security cameras are facing front porch,driveway and back door.

4.98 out of 5 average rating, 121 reviews

A contemporary chalet is surrounded by vibrant autumn foliage, showcasing a large deck with wooden railing. Steps lead from the deck to the forest floor, while large windows offer views of the tranquil woodland. The structure exudes a welcoming charm within its natural setting.

Home in Gaylord

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.

4.97 out of 5 average rating, 233 reviews

A spacious living area features a rustic stone fireplace, with a warm glow emanating from a crackling fire. Soft brown sofas are arranged around a wooden coffee table, and large windows invite natural light from the surrounding forest, enhancing the comfortable ambiance.

Cabin in Bellaire

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

This 2 bedroom updated cabin with bonus loft (3 bed total) for additional sleeping space is located on a quiet cul-de-sac at Schuss Mountain in Shanty Creek Resort. The resort includes year round excitement including 5 golf courses, restaurants, skiing, hiking trails, and multiple indoor/outdoor pools. The town itself has unique shops as well as great local food and beverage options. Bellaire is also near popular destinations including Traverse City, Petoskey, and Charlevoix.

4.96 out of 5 average rating, 242 reviews

Chalet in Gaylord

Bear’s Den ~ Hot Tub, 2 Pools,Kayaks,Skiing&Trails

Leave your worries behind at this spacious and charming 3-bedroom chalet, set on a peaceful lake with a private outdoor hot tub. Just 6 miles from downtown Gaylord, this Alpine retreat is perfect for year-round family fun. Spend your days kayaking, swimming, fishing, or barbecuing on the deck, then unwind on the dock or soak in the hot tub as the sun sets over the water. Whether summer adventures or snowy getaways, this lakefront chalet is the perfect Up North escape.

4.94 out of 5 average rating, 190 reviews

A spacious patio offers comfortable seating, with a small table resting nearby. Clear views of the sandy beach and tranquil water create a serene environment for relaxation. The shoreline stretches into the distance, framed by gentle greenery and blue skies.

Condo in Traverse City

Sauna Beach Haven 106: Beach Access|Tart Trail

🌊 Beachfront Bliss – Step right onto the sand from your living room! 🚶‍♀️ Just a 2-minute walk to the scenic TART Trail for biking and strolling. 🚗 Only a 9-minute drive to downtown Traverse City’s wineries, breweries, and restaurants. 🔥 Private Indoor Sauna – Unwind in our in-unit sauna after a day of exploring! 🛋️ Cozy & Stylish – Relax on updated furniture while soaking in the bay views. 📶 Stay Connected – Free Wi-Fi with stunning waterfront scenery.

A wooden deck is captured through a large glass door, surrounded by lush greenery. Several metal chairs and a small table are positioned on the deck, providing a serene view overlooking a lake and rolling hills in the background.

4.82 out of 5 average rating, 126 reviews

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

4.92 out of 5 average rating, 100 reviews

A winding wooden staircase is illuminated by soft lights, leading down toward a calm lake surrounded by trees. The water reflects the twilight sky and silhouettes of nearby docks, creating a serene, inviting atmosphere.

Home in Gaylord

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

Popular amenities for Gaylord rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 184 reviews

A welcoming living area features large windows allowing natural light to brighten the space. A wooden coffee table sits in front of a comfortable sofa, with an armchair and a dining table nearby. A cozy fireplace adds a warm touch to the room.

Home in Boyne Falls

Family ski-in & ski- out 4B/4B Disciples Ridge

5 out of 5 average rating, 57 reviews

A two-story home is situated amidst lush greenery, featuring a welcoming entrance with large windows. The property is surrounded by trees, providing a sense of privacy and tranquility, while a gravel driveway leads up to the front door.

Home in Mancelona

Newly Renovated Lakeview Oasis!

5 out of 5 average rating, 3 reviews

Home in Harbor Springs

Harbor Cove #45 – Modern Comfort Near the Shore

5 out of 5 average rating, 9 reviews

Home in Bellaire

Charming Schuss Mountain A-Frame w/Hot Tub + Sauna

5 out of 5 average rating, 48 reviews

Home in Hillman

Long Lake/Lakeside Jacuzzi/Fenced yard for pets

4.97 out of 5 average rating, 37 reviews

A mobile home is situated on a paved driveway surrounded by greenery. A large tree offers shade above, while colorful leaves hint at the changing seasons. Steps lead to an entryway featuring multiple windows, providing a welcoming appearance.

Home in Alanson

Mini Michigan Paradise

4.96 out of 5 average rating, 28 reviews

A warm living area features two brown leather chairs and a matching ottoman, arranged around a wooden coffee table. A stone fireplace showcases mounted deer heads and decorations, while warm wood accents and a large area rug create a cozy environment.

Home in Boyne Falls

Relaxing home

4.85 out of 5 average rating, 13 reviews

Home in Bellaire

4BR A-Frame | Schuss Mtn |Torch Lake | Pool Access

Condo rentals with a pool

A lush landscape is presented, showcasing a wide expanse of vibrant green grass. Surrounding trees exhibit a variety of shades of green, creating a natural and serene environment. The open space extends towards the horizon under a bright sky, enhancing the peaceful setting.

4.93 out of 5 average rating, 134 reviews

Breathtaking Sunsets

4.87 out of 5 average rating, 156 reviews

A spacious home exterior is showcased, featuring a combination of wood and stucco materials. A set of stairs leads to a welcoming entrance, flanked by lush greenery and decorative lighting. Large windows provide a glimpse of the interior, surrounded by well-maintained landscaping.

Condo in Boyne Falls

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

4.79 out of 5 average rating, 219 reviews

The bedroom features a spacious bed adorned with soft cushions and a light blanket. Two bedside tables with lamps flank the bed, and a glass table sits in front. Large windows allow natural light to illuminate the space, offering a view of the surrounding trees.

Condo in Boyne Falls

BunnyHill: Outdoor Heated Pool- Summer

4.84 out of 5 average rating, 108 reviews

Spring Skiing Schuss Mountain Mi 1 Bedroom Loft

4.9 out of 5 average rating, 103 reviews

The living area features a cozy sofa placed near a fireplace, with a large window allowing natural light to fill the space. A dining table with wooden chairs is positioned in the foreground, complemented by decorative artwork on the walls.

Condo in Harbor Springs

Relaxing Getaway in Harbor Springs!

The living area is visible from above, featuring two green armchairs with decorative pillows, a coffee table, and a spacious brown couch. The kitchen area is equipped with wooden stools, a sink, and cooking appliances, while large windows allow natural light to enter the space.

4.74 out of 5 average rating, 110 reviews

Shanty Creek Lake View Condo

4.79 out of 5 average rating, 293 reviews

The open living space features a dark leather sectional sofa and a modern dining table with seating for six. A spiral staircase leads to the loft area, while the fully equipped kitchen, with wood cabinetry and stainless steel appliances, is visible in the background.

Condo in Boyne Falls

Mountain Villas Getaway – Peak Fall Foliage Views

4.99 out of 5 average rating, 141 reviews

A comfortable living area features a spacious gray sofa facing large windows with unobstructed views of the water. Natural light floods the space, accentuating a round coffee table made of woven material and a dining table with chairs near the window.

Condo in Traverse City

Stunning Waterfront, Updated TC Condo with Pool!

Other vacation rentals with a pool

5 out of 5 average rating, 76 reviews

An open kitchen features green cabinetry and a central island with seating. Natural wood accents enhance the warm atmosphere, while stainless steel appliances and a ceiling fan are visible. The space flows into a cozy living area, inviting relaxation with large windows providing natural light.

Chalet in Bellaire

Hot Tub|Game Room|King Beds|Fireplace|Pool Access

4.85 out of 5 average rating, 34 reviews

The cabin is set amidst lush greenery, featuring a large wraparound deck. A brick chimney is visible on one side, complementing the light-colored exterior. Multiple seating areas are positioned on the deck, with steps leading down to a grassy area.

Cabin in Elmira

CABIN 14: Summer in Northern Michigan

4.98 out of 5 average rating, 57 reviews

An open-concept living area displays a spacious sectional sofa adorned with neutral throws, complemented by a central coffee table. Natural light filters through large windows, illuminating the wood floor and enhancing the modern decor featuring a stylish area rug. A staircase leads to an upper level with a view of the kitchen.

Cottage in Bellaire

Latitude 44

4.92 out of 5 average rating, 65 reviews

A charming log cabin, featuring a porch with wooden railings and steps leading to a well-maintained yard surrounded by trees. The cabin's warm wooden exterior and metal roof blend harmoniously with the natural setting.

Cabin in Bellaire

Shanty Creek Log Cabin 1 Mile from Schuss Mt Base

4.97 out of 5 average rating, 35 reviews

A bright and spacious living area is displayed, featuring large bay view windows that allow natural light to enter. Comfortable seating is arranged around a coffee table, while a dining table with chairs overlooks the water. A smart TV is mounted on the wall, offering entertainment options.

Condo in Traverse City

Beachfront Balcony Condo with Jetted Tub

4.88 out of 5 average rating, 24 reviews

The main cabin features a warm wooden exterior with multiple windows and a sloped roof. A well-maintained lawn surrounds the structure, complemented by lush greenery and colorful flower beds. The tranquil setting is enhanced by a soft sunset glow in the background.

Cabin in East Jordan

Spacious Cabin • Pool • Game Room • No Bunkbeds

4.96 out of 5 average rating, 73 reviews

A newly built log cabin is showcased with large glass windows and a spacious deck. An outdoor seating area with black Adirondack chairs surrounds a fire pit, creating an inviting space for gatherings. Lush greenery frames the structure, enhancing the natural setting.

Cabin in Bellaire

Lakeside Log Cabin - Near Pool, Golf, Ski

A cozy living area features a stone fireplace and large windows that offer views of the surrounding nature. A comfortable sectional couch and wooden coffee table, adorned with books, create a welcoming space for relaxation. Natural light fills the room, highlighting warm wood accents.