Holiday rentals with a pool in Door County

Evergreen Hill B Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! All 3 B rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Location · Family · Air conditioning

DoorCo Getaway@Landmark Resort

2-bedroom condo at the Landmark Resort in the heart of Door County, set on 40 wooded acres. Guests enjoy an indoor pool, 2 heated outdoor pools (May–Oct), hot tub, sauna, casual dining, bay-view common areas. Amenities include a fitness center, tennis, basketball, pickleball, shuffleboard and volleyball courts, playground, hiking trails, restaurant, outdoor gas grills, EV charging, laundry facilities, and free parking. Condo includes AC. PLEASE NOTE: $10 resort fee+tax per day due at check-in.

Value · Location · Sleep quality

Newly remodeled Indoor pool/hottub Egg Harbor #51

Newly remodeled Townhouse condo at Meadow Ridge in Egg Harbor. New pictures coming soon. 1/2 mile from downtown Egg Harbor and the Egg Harbor Fun Park. This condo has 3 bedrooms, master has king size bed, 2nd bedroom has 2 full size beds and the 3rd bedroom has a King size bed. Living room also has a pull out sofa. 2 1/2 bath. Also has an attached 1 stall garage with a gas grill. Upper and lower deck. New beds and TVs. Poolhouse features an indoor pool/hottub located at the Condo entrance.

Value · Location · Walkability

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.

Location · Family · Parking

Beautifully Updated Egg Harbor Townhouse in town!

Awesome location and beautifully updated Unit 52 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. Right at the top of the hill at the start of Egg Harbor. One mile to the public beach, 1/2 mile from downtown. Directly next to Harbor Ridge Winery! This 3 bedroom, 2 living room unit is one of only a few at Meadow Ridge with no one above/below and has direct access-no hotel style common area. Attached garage with gas grill. Large deck. Indoor pool and hot tub in clubhouse!

Location · Value · Checkout

Pinewood Springs Lodge, 240 acres with 1 acre pond

Beautiful antique barn restored with all pine wood interior. Downstairs are four unique bedrooms each with its own full bathroom. Upstairs is an open concept communal area with kitchen, dining area, pool table, wood stove, TV area, and fireplace. Large paved parking and turnaround area, perfect for vehicles with trailers. Between the lodge and 1 acre pond is an apple orchard and open farm fields. Enjoy privacy and seclusion, the perfect opportunity for enjoying moonlit starry nights.

Value · Location · Amenities

Entire Townhouse -Escape to Door County

Unit F22 in Meadow Ridge is just a minute away from beautiful Egg Harbor! You’ll stay in a quiet townhouse with no one above or below you, with private parking and entrance. There is a gorgeous indoor pool, indoor hot tub, tennis court, and walking trail onsite. Right next door to Harbor Ridge Winery, minutes from fine dining, boutique shopping, a beautiful marina and beaches in quaint Egg Harbor. Down the road from an adventure park with go-karts, mini golf, arcade games and more!

Location · Family · Wi-Fi

Door County Agrotourist Retreat

Experience peaceful country living with modern comfort at the Dead End Oasis — a spacious 5-bedroom farm retreat in Door County. With an outdoor pool, cozy fire pit, on-site cows, and no cleaning fee, it’s perfect for families, friend groups, or just a breath of fresh country air. Just 3 minutes from Renard’s Cheese and close to Sturgeon Bay attractions, this unique stay offers a true taste of farm life — with all the extras you’ll love.

Location · Family · Sleep quality

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

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 1800sqft, 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.

Value · Family · Barbecue

Door County Waterfront Cottage (119)

You will not find a nicer place to stay while you’re relaxing and enjoying all that Door County has to offer! It is a retreat where time can seem to stand still and you can redefine family and friendship in ultimate comfort. Every possible amenity is available on site or within walking distance. The Marina Cottage guests enjoy the full use and benefit of the pool facilities, which include both an outdoor pool and hot tub.

Family · Location · Indoor spaces

*Indoor Pool * Egg Harbor Townhouse Condo Unit 50.

Location, location, location! Unit 50 Townhouse style condo at Meadow Ridge Resort in Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Close to much more. This 3 bedroom unit is unique because it has no one above or below you and has direct access to a common area. Unit also has garage, gas grill, upper and lower decks, and smart TVs in all the bedrooms and living room.

Family · Location · Nearby

Spruce Suite | Downtown Fish Creek~Dog-friendly

Stay in style at the Spruce Suite, a newly renovated 2BR/2BA at Spruce & Shore in Fish Creek. Walk to shops, dining, and the harbor—or explore Peninsula State Park. Enjoy luxury bedding, sleek design, a king ensuite, seasonal heated pool, and dog-friendly stays. After booking, a $500 security deposit and signed rental agreement are required.

Family · Value · Decor