Vacation rentals with a pool in Door County

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Top-rated rentals with a pool in Door County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Egg Harbor

4.93 out of 5 average rating, 172 reviews

DoorCo Happy Place @Landmark Resort

Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

Superhost

Condo in Fish Creek

4.89 out of 5 average rating, 18 reviews

Hilltop Retreat in Fish Creek, Door County

Your next visit to Fish Creek awaits at this 2-bedroom, 1.5-bath vacation rental! This cozy townhome offers a full kitchen for preparing meals, a private balcony, back deck and yard space, and a seasonal community pool and hot tub just steps away for your enjoyment. Experience a scenic hike through Peninsula State Park, peruse the shops of downtown Fish Creek, and delight in the local dining options. The Hilltop Retreat is the perfect home base for your next couples retreat, or family vacation.

Superhost

Cottage in Fish Creek

4.78 out of 5 average rating, 86 reviews

Heated Pool. Nxt to Peninsula State Park

Little Yellow Cottage is in the heart of Downtown Fish Creek. Featuring 2 cozy bedrooms, living room, full kitchen, 3 Roku-TV's, wifi, whirlpool tub/shower, & outdoor swimming pool. Enjoy the off-site "Adventure Shed" bikes and kayaks to use at Peninsula State Park or surrounding areas. We have a grill, coolers and games! Located just steps from Peninsula State Park, Sandy Fish Creek public beach, & the best local restaurants. Kid & dog friendly. *Please read description in full before booking*

Guest favorite

Condo in Sister Bay

5 out of 5 average rating, 14 reviews

Peaceful Nature Retreat! Short Walk 2 Pebble Beach

All newly furnished and fresh! Cozy fresh linens and furnishings that make you feel like this is your "Home Away From Home". This condo is tucked just 1 mile south of Sister Bay. It is located on a private setting adjacent to Bay Ridge Golf that is now a natural area, home to many happy wildlife residence. This peaceful setting is a 10 minute walk to serene Pebble Beach. Come escape and relax in our quiet setting -walk the trails & quiet country roads. Refresh with a dip in our pool.

Guest favorite

Serviced apartment in Fish Creek

4.87 out of 5 average rating, 60 reviews

1 Bedroom Suite in a World-Class Swedish Resort

Little Sweden offers hiking, biking, cross-country ski trails, championship golf courses, fishing, windsurfing, boating, state parks and summer theater. Historic villages along the Door Peninsula abound with an array of antique shops and art galleries. Covid-19: Enhanced cleaning protocols in place. All amenities open. • Guest checking in must be 18+ with valid ID & credit card for $250 refundable security deposit (credit card only) • Name on reservation must match photo ID at check-in

Guest favorite

Townhouse in Egg Harbor

4.93 out of 5 average rating, 139 reviews

Gorgeous Townhouse Condo-2 Pools

Location, location, location! Unit 21 Townhouse style condo at Meadow Ridge Resort in Egg Harbor that is newly remodeled! Right at the top of the hill at the start of Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Directly next door to Harbor Ridge Winery! This 4 bedroom end unit is one of the few at Meadow Ridge with no one above or below you and has direct access. Attached garage with gas grill. Large deck and backyard.

Guest favorite

Home in Fish Creek

5 out of 5 average rating, 45 reviews

Homestead Park House

Welcome to the Homestead Park House! This year-round rental home is 5 bedrooms, 3 baths and sleeps up to 14 people. It is located across from Peninsula State Park in Fish Creek, Door County, Wisconsin. Your rental includes use of the indoor and outdoor pools, whirlpools & sauna at the adjacent Homestead Suites, with on-site management. Within walking distance to restaurants and shops. You can hike, bike, ski or snowmobile right from your door.

Superhost

Rental unit in Fish Creek

5 out of 5 average rating, 4 reviews

Scenic Retreat: 1B Little Sweden, Door County

Discover Little Sweden, a Gold Crown resort in scenic Door County. Enjoy luxury amenities, including a PGA-recognized golf course, indoor/outdoor pools, and whirlpool hot tubs. With 89 acres of natural beauty and private trails, immerse yourself in year-round activities for all ages. Experience the best of Door County at Little Sweden. • Guests must be 18+ with a valid ID for a $250 refundable deposit. • Reservation name must match photo ID.

Superhost

Rental unit in Egg Harbor

4.75 out of 5 average rating, 177 reviews

Beautiful Water view Condo.

My husband Greg, our two sons, and I have been coming to Door county for many years. We decided to buy our piece of the Door 8 years ago. Our condo is located on a bluff overlooking lake Michigan. It is part of the Landmark Resort which offers many amenities for guests. You’ll love our place because of the comfy bed, the coziness, the view. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favorite

Condo in Egg Harbor

4.89 out of 5 average rating, 151 reviews

Indoor/Outdoor Pool - Egg Harbor Meadow Ridge #23

Condo F23 at Meadow Ridge Resort in Egg Harbor, remodeled in 2022. Directly at the top of the hill at the entrance to Egg Harbor. One mile to public beach and half a mile from downtown. This 1500sqft, 3 bedroom unit is one of few at Meadow Ridge with no one above or below you and has direct access versus a common entrance. Attached single stall garage with gas grill and four beach chairs for guest use. Large deck and backyard.

Superhost

Condo in Egg Harbor

4.82 out of 5 average rating, 148 reviews

[L a n d m a r k] condo! Spectacular Views!

Cozy 2 bedroom condo has everything you need for the perfect Door County Getaway. When you book any of my Door County properties you will also receive a free guide with over 50 pages of recommendations hand selected by me! Organized by town to make day trips easy, I've also included ideas for date nights, rainy days, beaches, and wineries!

Guest favorite

Townhouse in Egg Harbor

4.9 out of 5 average rating, 157 reviews

Indoor/outdoor pool/hottub Egg Harbor condo #51

Townhouse condo at Meadow Ridge Resort in Egg Harbor. 1/2 mile from downtown Egg Harbor and the Egg Harbor Fun Park. This condo has 3 bedrooms , 3rd bedroom is a loft that has a King size bed. Living room also has a pull out sofa. 2 1/2 bath. Also has an attached garage with a gas grill. Upper and lower deck. New beds and TVs.