Holiday rentals with a pool in Petoskey

4.89 out of 5 average rating, 108 reviews

Flat in Petoskey

Sunset Glory

Sunset Glory is located right in the midst of downtown Petoskey. A large cozy living room offers panoramic window views of Petoskey's amazing million dollar sunsets. Out the front door are many unique gift and apparel stores, bookstore, art galleries, coffee shops, pubs, brewery and all types of dining choices just waiting for you to discover. The waterfront and city marina are located only a short stroll away. Petoskey is consistently selected as one of the best resort small towns in the U.S.A.

4.88 out of 5 average rating, 158 reviews

Apartment in Petoskey

Lakefront Condo on Private Round Lake/Petoskey MI

Relax on the deck or sandy beach just footsteps from your door, at desirable Lakeside Condo's, on beautiful/private Round Lake. This comfortable studio condo location offers loads of nearby summer, (3.5 Miles to Nubs and Boyne Highlands Ski Resorts) and colorful autumn and snowy events, shopping and area attractions in Petoskey, Harbor Springs and Charlevoix. Just a 5 minute walk to the fabulous Toski Sands market for your food and beverage needs. Enjoy the indoor pool and hot tub year round.

4.81 out of 5 average rating, 108 reviews

Chalet in Bellaire

Charming Cabin, Firepit, Pool, Grill, Wifi,Laundry

Enjoy your privacy, but with the amenities of Shanty Creek Resort in this 4 bedroom, 2 full bathroom cabin. The cabin comes equipped with a 70” Smart TV, wifi, fireplace, outdoor eating area, fire pit, charcoal grill, washer + dryer, full kitchen, & on-site parking. Golfing, boating, skiing, snow tubing, hiking, wine tasting, distilleries, breweries are no more than 10 minutes away. Plus seasonal access to the indoor / outdoor pool at the Lakeview Hotel, which is only a 7 minute drive away.

Apartment in Traverse City

4.98 out of 5 average rating, 116 reviews

Stunning Waterfront, Updated TC Condo with Pool!

Have this updated, waterfront condo be your home away from home while visiting the Traverse City area! This condo sits on East Bay with unobstructed views of the water. In the summer, hang poolside between exploring Traverse City hot spots. This condo offers one bedroom with a King bed with an additional queen sleeper sofa in the living room. Full kitchen is perfect for making up any meal and enjoying it on the balcony overlooking the water. Long day of hiking? Soak in the complex hot tub.

4.95 out of 5 average rating, 189 reviews

Cottage in Gaylord

SerenityBeachHaus~HotTub*Kayak*Ski*Golf*Pool*Trail

This spacious Otsego Lake cabin will let you leave your worries behind as you enjoy Michigan in it's purest form on the lake with outdoor hot tub! Enjoy this 2 BD 1 BA Lakefront Cottage & bring along the whole family for some summertime fun in this Awesome Lake Cottage. This vacation rental, located just 6 miles to downtown Gaylord has full access to the lake with a deck to enjoy the sunrise from! Rent a boat, barbecue, swim, or do whatever floats your boat - sweet summertime is calling!!

4.97 out of 5 average rating, 146 reviews

Chalet in Bellaire

Chalet Getaway | Hot tub | Sauna | Firepit | Pool

Escape to the embrace of nature at Chalet Getaway! Immerse yourselves in comfort & adventure: - 4 cozy bedrooms mattresses & pillows + 2 full baths for family slumber parties. - 2 inviting living areas w/fireplaces, TVs, & upstairs Sonos sound for movie nights. - Dine on the Polywood deck & gather around the firepit under starry string lights. - Unwind in the 8-person hot tub, wood-burning sauna, hammock, or swing on the unique chairlift! Chalet Getaway awaits - let the enchantment begin!

4.98 out of 5 average rating, 126 reviews

Cottage in Gaylord

Pool, Kayaks, Paddle Board, Hot Tub, Firepit, Dock

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 an hour away from Traverse City, Petoskey and Mackinac for unforgettable day trips! Modern furniture, private year round hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), pickleball court, and ATV Trails await. Your ideal home away from home is waiting for you!

4.98 out of 5 average rating, 211 reviews

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.

4.84 out of 5 average rating, 116 reviews

Chalet in Gaylord

Lakefront Cabin, Hot Tub, Pool, ATV Trails

Come unwind at Wolves Den! A cozy 3 bedroom, 2 bath lakefront cabin 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 and snowmobiles. We are conveniently located within 20-60 minute drive from various skiing & snowboarding resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

4.95 out of 5 average rating, 162 reviews

Home in Boyne Falls

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

Clean and waiting for you and your family and friends! Beautiful, quiet, ski-in/ski-out condo located right on Boyneland Run...walk or ski to everything ANY season. We love Boyne Mountain and can't wait to share our home with you. Our 4 bedroom/4 bathroom (sleeps 14+) condo/home is comfy, clean (smoke-free/pet free) and fully stocked so you relax from the minute you arrive! Comfy beds and a fireplace make it perfect for resting after a day of fun in Northern Michigan.

Apartment in Traverse City

4.94 out of 5 average rating, 162 reviews

Beachfront Condo Near Downtown & TART Trail.

🌊 Beachfront Bliss – Step into the water straight from your living room! 🚶‍♀️ 2-Min Walk to the scenic TART Trail for biking and strolling adventures. 🚗 9-Min Drive to Downtown Traverse City’s wineries, breweries, and restaurants. 🛋️ Cozy & Stylish Living – Enjoy relaxing on the comfy updated furniture while enjoying the view. 📶 Stay Connected – Free WiFi with breathtaking bay views at your fingertips Experience Traverse City With Us & Learn More Below!

4.96 out of 5 average rating, 169 reviews

Apartment in Bellaire

Legend Golf Course View! -King bed With Pool Pass!

Shanty Creek LEGEND remodeled 2nd floor condo that has everything needed for a relaxing Northern MI getaway for any season. Ski at Schuss Mountain, Tube at Shanty, Golf 5 golf courses, all at resort. Condo has 1 main bedroom with KING bed and 1 bath and also has a full size murphy bed and pull out sofa. Condo sleeps 3-4 adults comfortably or a family of 5 with small children that can share beds. Expansive deck that overlooks the 1st hole of the Legend golf.

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Popular amenities for Petoskey rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.75 out of 5 average rating, 174 reviews

Home in Michigan

Unique 7 bedroom Round House Petoskey Mi

DrewRating, 5 stars5 months ago

We thoroughly enjoyed our stay at Bob and Lisa’s place!

4.93 out of 5 average rating, 28 reviews

Home in Harbor Springs

Newly-Renovated Dog-Friendly Getaway!

LauriceRating, 5 stars5 months ago

The house was nice with many amenities. It was great that we could bring our French bulldog. Good location close to ski slopes. Communication with the hosts went well. We would stay again! Mark and Laurice

4.93 out of 5 average rating, 15 reviews

Home in Harbor Springs

Charming condo for sun or snow. 3 King Beds!

MatthewRating, 5 stars1 week ago

Very nice place. Clean and convenient.

5 out of 5 average rating, 36 reviews

Home in Bellaire

Cozy Shanty Creek Studio Condo w/ Lake View

KristinaRating, 5 stars3 weeks ago

We had a wonderful stay at Richard's condominium! The condo is apart of a larger resort, Shanty Creek, and with the passes that were left for us to use, we were never bored! We explored the Lakeview Hotel and pool amenities there, the private beach, and the Shuss Mountain resort as well. This was especially nice for the 12 year old we had with us. There was a couple staying next to us (not under Richard's purview), who had loud dogs who would not stop barking but after messaging Richard, we heard them very rarely and then not at all, so we really appreciated the timely response we had from him and the action he took by informing the HOA for that condo. The little touches here and there were also really appreciated, like the fan/lightbulb fan charm cords so we knew which cord was for the light and which was for the fan. We plan on coming back for sure! Highly recommended place for people of all ages to enjoy.

4.91 out of 5 average rating, 11 reviews

Home in Boyne Falls

Relaxing home

NicoleRating, 5 stars3 weeks ago

Liana and her place are amazing! She is the best host you could ever hope for. She’s so nice, quick responses, very accommodating and welcoming! Her home is wonderful! Plenty of space and things to do. Very peaceful area too. Would highly recommend both her home and her as the perfect host!

4.99 out of 5 average rating, 71 reviews

Home in Elmira

Pineview Get Away, Pet Friendly Resort Home

SarahRating, 5 stars2 days ago

We loved our stay in Elmira! The home was cute and very clean. We spent quite a bit of time on the porch and loved how relaxing the whole space was. We used the pool at the resort twice and loved it. Deb was very responsive to any questions we had and made great recommendations of things to do in the area. We would definitely come back!

4.97 out of 5 average rating, 114 reviews

Home in Gaylord

Timber Valley Chalet Ask about seasonal discounts

RyanRating, 5 stars3 months ago

We have stayed at Timber Valley multiple times as a family and it is always a yearly highlight getaway for us. Kristi's place is very cozy and inviting especially being surrounded by the woods and nature. The house is the perfect size for our family of six and we have even had additional family stay with is in the past with more than enough room to accommodate our needs. Kristi is always responsive and helpful with any questions or concerns that come up. You can't go wrong with a stay at Timber Valley!

4.98 out of 5 average rating, 48 reviews

Home in Bellaire

The Maple View Lodge / at Shanty Creek/Schuss Mo.

MikeRating, 5 stars3 weeks ago

We had a great stay this weekend! The house was clean, spacious, and exactly as described. The beds were comfortable, and the kitchen was well-stocked, making it easy to cook and hang out as a group. We especially appreciated the outdoor space—it was perfect for relaxing after a long day. Communication with the host was smooth and responsive. Would definitely recommend this spot to anyone looking for a hassle-free and enjoyable stay!

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Apartment rentals with a pool

5 out of 5 average rating, 14 reviews

Apartment in Charlevoix

233 Edgewater Inn

JosieRating, 5 stars2 weeks ago

We had a lovely stay at Edgewater Inn! The staff decorated our room for our honeymoon and the room had an amazing view and great location. Highly recommend!

Apartment in Harbor Springs

4.86 out of 5 average rating, 102 reviews

Coveside Retreat: Beach, Pools, Hiking, Skiing

AndreaRating, 5 stars1 week ago

Loved our stay at Harbor Cove. Great location. Access to private beach was perfect for our combined families with little kids. The place was great - plenty of room for everyone. Only thing to note is that if you have little kids and they struggle to fall asleep in a bright room, both kids rooms have no blinds/curtains. But overall, a wonderful stay and we’d definitely come back!

4.83 out of 5 average rating, 100 reviews

Apartment in Bellaire

1 Bedrm Loft ShantyCreek Northern Escape Condo

CassiRating, 5 stars4 weeks ago

There’s something magical about Shanty Creek. It’s our little escape each year, and this visit was just what we needed. Mornings with coffee, evenings with sunsets—those peaceful balcony views never get old. The space is cozy, calm, and always feels like a gentle pause from the world. It gave us room to breathe, rest, and just be. Cheryl was a fantastic host who communicated with perfect detail and the space was our perfect getaway. We are already dreaming of next year’s visit!

4.83 out of 5 average rating, 94 reviews

Apartment in Petoskey

LakeSide Club #59 across from heated indoor pool

DebbieRating, 5 stars4 months ago

Our family of five spent a long weekend in order to ski and relax while our kids were on a break. Dan’s place fit the bill perfectly. Our kids had ample space and we immediately felt cozy and like we could relax. The condo was very clean which helped us feel like we could settle in straight away.