Condo holiday rentals in Sister Bay

4.87 out of 5 average rating, 361 reviews

A tri-level condo complex is nestled among lush greenery, showcasing multiple balconies and staircases leading to the main entrance. A pool area is visible in the foreground, where lounge chairs are arranged around a covered pool. The serene landscape adds to the peaceful ambiance.

Condo in Fish Creek

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.

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Superhost

The living area is adorned with a modern light fixture and features a sectional sofa accompanied by two leather armchairs. A round coffee table is centered on a decorative rug. Natural light filters through the windows, enhancing the inviting atmosphere.

Condo in Egg Harbor

4.88 out of 5 average rating, 175 reviews

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.

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A view showcases a well-appointed home nestled among vibrant green trees, with hints of autumn colors. The surrounding landscape gently slopes toward a serene lake, reflecting the lush greenery and clouded sky.

5.0 out of 5 average rating, 23 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.

LocationFamilyBathroom

4.91 out of 5 average rating, 127 reviews

The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.

Condo in Egg Harbor

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!

LocationFamilyPool

4.98 out of 5 average rating, 189 reviews

A cozy seating area features a gray sofa and an armchair beside a stylish lamp. Natural light filters through the large window adorned with horizontal blinds. A modern bookshelf holds decorative items, while a flat-screen television is subtly integrated into the wall with an accompanying fireplace.

Condo in Sturgeon Bay

Overlooking 3rd Avenue - Downtown Sturgeon Bay

Location and one of a kind design! Beautiful 2000 sq. ft. 2nd floor walk up (26 stairs). Professionally decorated condo, 15 ft. ceilings, very spacious. In the middle of it all on the main avenue in downtown Sturgeon Bay we are just steps from restaurants, bars/pubs, shopping, theatre, music venues and the water front. A sunny space with 3 fireplaces and many amenities. Licensed for max 10 people. No exceptions. Permit #35562284. After 9-15-26 Host pays all Airbnb service fees.

LocationFamilyBeach

5.0 out of 5 average rating, 13 reviews

Pearl Of Sister Bay Luxury Downtown Condo

Welcome to the Pearl of Sister Bay,a chic downtown condo ideal for a relaxing escape! This 1-bedroom, 1-bathroom condo offers modern comforts and design. Condo , has a fully equipped kitchen with a stove and refrigerator, fireplace, deck with a partial water and village view. Located in the heart of Sister Bay, you’ll be steps from the beach, local bars and restaurants, shopping and local attractions. Relax, recharge, and enjoy the charm of this vibrant destination!

LocationValueWalkability

5.0 out of 5 average rating, 113 reviews

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

ValueLocationGetting around

4.97 out of 5 average rating, 136 reviews

A two-story, white siding condo is framed by tall evergreen trees. The front entrance features a rounded glass door and a small front porch with two chairs. A balcony extends above, adding additional outdoor space.

Condo in Fish Creek

2-Bedroom Fish Creek Private Standalone Condo

Welcome to our Door County oasis! This private standalone condo is located in the heart of downtown Fish Creek within walking distance to all the shops, restaurants, and the southern entrance to Peninsula State Park. Enjoy our condo that includes two bedrooms, 2.5 bathrooms, 2 gas fireplaces, 3 large screen TV's, cable television and high speed internet, patio dining and gas grill. Cozy yet spacious, this condo is perfect for your stay in Fish Creek!

LocationValueBeach

4.96 out of 5 average rating, 132 reviews

The image shows a well-lit open-concept living area and kitchen. A sink and dishwasher are visible in the kitchen, with a microwave on the counter. A cozy seating area features a light gray armchair and a side table, with large windows allowing natural light.

Condo in Ephraim

In the Heart of Ephraim ~ Cozy Condo

First floor, accessible 1-bedroom condo. Spacious bathroom with newly tiled shower, two flat screen smart TVs with cable. Full kitchen has new appliances (fridge, stove, oven and dishwasher), quartz countertops, microwave, drip coffee maker + toaster. Private patio connects to spacious shared yard with gazebo, patio table + chairs, grills and lovely water fountain (only runs in late spring and summer). Centrally located to everything in Door County!

LocationValueBeach

4.88 out of 5 average rating, 188 reviews

The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.

Condo in Egg Harbor

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.

FamilyLocationNearby

4.94 out of 5 average rating, 106 reviews

The kitchen features a modern design with blue cabinetry and stainless steel appliances, including a refrigerator and dishwasher. A marble countertop accompanies a well-positioned sink and a framed decorative piece on the wall. A seating area with black bar stools is visible across the island.

Condo in Ephraim

DoCo Retreat in Heart of Ephraim | Near Water

Door County Retreat in the Heart of Ephraim. Wake up steps from Ephraim’s sparkling shoreline and Door County’s best coffee shops, cafes, and restaurants. This newly renovated one-bedroom condo sleeps up to 4, featuring a plush king bed, comfy pull-out couch, WiFi, and a full kitchen — perfect for couples, small families, or friends. Park once, walk everywhere, and enjoy your beachside getaway.

ValueLocationBackyard