Holiday rentals with a pool in Roscommon County

Spacious Sterling Cabin: Game Room, Private Pond!

Surrounded by towering trees on 26 private acres, this Sterling vacation rental has all the perks of an amenity-filled resort with the peace of a secluded escape. This 4-bed, 3-bath cabin features a sunroom with a dedicated bar area, a fully equipped game room, and an indoor pool and hot tub. Plus, you'll have on-site access to a large private swimming pond, a waterfront gazebo, and a cozy fire pit! Nearby you’ll find charter fishing in Saginaw Bay, snowmobile and ATV trails, and 5 golf courses.

Houghton Lake Area Home w/ Fire Pit & Yard!

Settled just past the southern end of Houghton Lake is the town of Prudenville. Look no further than this 3-bedroom, 2-bathroom vacation rental for your next trip to Michigan! Bring your boat along and take advantage of the public dock about a mile from home or explore the area’s restaurants. Plus, you’ll be close to plenty of great spots for a day hike or ski trip in Michigan’s beautiful forests. Back at the house, get a game of ping pong started or settle in by the fire pit in the backyard.

Candy Apple Cottage

NOW WITH INTERNET ACCESS! A peaceful cozy cottage nestled in the woods on quiet dirt roads of White Birch Lakes Rec. Assoc. Enjoy mornings watching wildlife and evenings by a campfire. Club house amenities: indoor pool, basketball, tennis, pickleball, playground, putt-putt golf, & billiards. Fish or swim in 3 small lakes. Just 12 min. to Clare, 35 min to Mt Pleasant featuring Soaring Eagle Casino, water park, golf, theater, shopping & restaurants. Just 15 min from Snow Snake Ski & Golf.

Sleeps 24 | Lakefront | Pool | Hot Tub | Golf Sim

Welcome to your luxury lakefront retreat on the shores of Houghton Lake—Michigan’s largest inland lake. Designed with large groups in mind, this newly renovated 6-bedroom, 6,500 square foot home comfortably sleeps up to 24 guests and is packed with premium amenities for year-round enjoyment. Whether you're gathering for a family reunion, corporate retreat, milestone celebration, or just a relaxing escape with friends, this home offers the perfect blend of comfort, entertainment, and space.

5 BD Home Indoor Pool Golf Sauna Hot Tub

Welcome to your ultimate relaxation destination! Nestled in the heart of serene countryside and within a ten minute drive of three gorgeous golf courses, our stunning home offers an unparalleled escape from the hustle and bustle of everyday life! Within 10 minutes of Twin Birch, Timber Wolf, Grandview golf courses 5 minutes from Mill Pond Event Center 40 minutes to Traverse City/vineyards/wedding venues 40 minutes to Torch Lake 1 hour to Charlevoix 1 hour 15 minutes to Sleeping Bear Dunes

“S’more Fun” Cozy cabin in the woods on the river

Take a break and unwind at this peaceful oasis. Our cabin in Warblers Hideaway association is very secluded and private, yet part of a community. Enjoy reading a book in the screened in porch, or down by the river. You have access to the heated community pool, sand volleyball Court and playground. Spend the day fishing, canoeing or kayaking down the Au Sable river. We are centrally located among some of northern Michigan’s best golf courses including Garland, Treetops and Michaywé.

Private Dock & Fire Pit: Houghton Lake Home!

Furnished Deck w/ Lake View | 1 Mi to Heights Marina & Boat Rental Fun for the entire family awaits at this Houghton Lake vacation rental! With a furnished deck, a wood-burning fire pit, and an unbeatable waterfront location, this 3-bedroom, 1-bath cottage is ideal for a family retreat. Take the provided paddle boat out for some time on the water, fish off the private dock, or hit the links at a local golf course before heading back home to enjoy a movie on one of the Smart TVs!

Up North, Golf, Bonfires & Crisp Fall Nights Await

If you need a spacious retreat for family and friends, this is it! Our cottage has 8 beds, an in-ground pool with a covered patio, a fire pit, and a large yard with toys for all ages. Surrounded by 5 golf courses, state parks, rivers, and just one block from breweries and entertainment. This unique stay includes full access to both homes on the property—The Bunk House and The Main House—offering a combined 5 bedrooms. The Bunk House is closed through December through mid march.

Farwell’s Private Resort in the Woods

This remarkable hideaway offers a complete sense of serenity with all the amenities of a luxurious hotel. The cottage is nestled amongst beautiful trees, wildlife, and all that nature has to offer in White Birch Lake's gated community. Imagine yourself relaxing on the deck to catch a glimpse of the Whitetail Deer streaking through the woods or spot a family of Wild Turkey in action. Come and Indulge in this beautiful, breathtaking part of nature!

Black Bear Lodge hot tub and heated pool.

Pool is open Memorial Day through October 1. HEATED POOL. So rain or shine on your vacation you’ll love this property. Perfect spot for the Summer vacation. Convenient to many tourist spots. You have your own oasis in the back yard. 1 mile from the trail head perfect for side-by-side and snowmobiling. Great up north vacation spot. Close to many lakes and rivers. 30 minutes from Williamsburg horse how.

Spacious 3 Bedroom Cottage with Pool & Lake Views

Enjoy all the lake has to offer in this spacious cottage with amazing views just a few steps away from Michigan's biggest inland lake. We are conveniently located to several restaurants, golf courses, stores and everything that Houghton Lake has to offer including boating, trail riding, fishing, kayaking, biking or just a simple visit to friends and family.

Pine Acres Getaway North

Relax with the whole family at this peaceful place to stay. Enjoy the trails and the Au Sable river around the corner with canoe rental and pick up and drop off services along with access to a pool, shooting range and more amenities at Warblers Hideaway free of charge. There’s a pool table upstairs in the house and complementary corn hole boards on site.