Holiday rentals with a pool in Fort Wayne

Cozy Fort Wayne Retreat Near Downtown

Whether you’re visiting for work, a family vacation, or a weekend getaway, this clean, comfortable, and thoughtfully furnished home has everything you need for a relaxing stay.Enjoy spacious living areas, comfortable bedrooms, a fully equipped kitchen, high-speed Wi-Fi, and free parking. Located in a quiet neighborhood, you’ll be just minutes from shopping, restaurants, downtown Fort Wayne, hospitals, and many of the city’s top attractions.After a day of exploring, unwind in a cozy living room.

Sleep quality · Comfort · Cleanliness

Downtown Historic Guesthouse Oasis with Pool

Cozy Guesthouse with Pool Access - Perfect for Huntington University Visitors! This charming one-bed, one-bath guesthouse offers a relaxing space for two guests. Whether you're visiting HU, enjoying nearby outdoor recreation, or just relaxing, this spot is ideal for your stay. The guesthouse features a fully equipped kitchen, in-unit laundry, and access to a shared pool for a perfect balance of comfort and convenience. Explore the best of Huntington with this centrally located cozy retreat.

Location · Family · Nearby

Spa like home near Jeffersonpointe mall & downtown

Spa like home on 2.5 acres, 1,700 sq. ft. Trex deck, hot tub, 24 ft. outdoor heated pool (Summer only), seating w/3 fire tables. Master w/Cal King bed & 85'TV, shower & tub. Queen bed & 85'TV w/full bath. Two XL twin size beds & 75' TV w/full bath, living room 85’TV and much more. REQUIRED: For reservation approval; Please review complete set of 26 house rules under “House Rules” then “additional house rules”. Guest agreement to all 26 house rules is required for reservation approval from me.

Value · Location · Quiet

Woodburn Group Getaway: Endless On-Site Fun!

6,000 Sq Ft | Swim Year Round | Family-Friendly Amenities Plan the ultimate group getaway to this incredible Woodburn vacation rental! This sprawling home is a playground for all ages, featuring an indoor pool room with surround sound, a spacious yard with a swing set, and a backyard basketball court. Spend the day exploring Fort Wayne parks and attractions, then end the evening with s'mores around the fire pit. With 6 bedrooms, 4 baths, and multiple dining spaces, there's room for everyone!

Location · Family · Kitchen

Posh Pool Place Pinnacle, 5/2 Large Fun 12+ FW

Everything you could ever ask for in a family vacation stay. This 5 bedroom, 2 full bath, newly renovated home has skimped on nothing. Whether it's the heated pool, multiple living room and den spaces, poker table, basketball hoop, air hockey table, dart board, or foosball, there is something here for everyone. Whether you're traveling with family, a team, or work members, this is the spot for you. Enjoy your own personal space while also plenty of room to hangout with others.

Location · Value · Accuracy

Charming Cottage - Pool!

Adorable 1920 cozy guest cottage sits on nearly 4 1/2 beautiful acres next to Owner's home and barn in the NE part of the city. It is close to parks, trails, and a shopping center and is less than 15 minutes from downtown! Close to main roads. Enjoy large outdoor area for fun play, including private pool during summer (shared). Quiet yet convenient. Perfect getaway! We also Airbnb 'Farmhouse suite' and 'Family Retreat-Pool and Barn'. No parties, pool or otherwise.

Value · Family · Check-in

Indiana Dream Barn: Pool Half-Court Gym Theater

The Indiana Dream Barndominium is nestled on 14 acres with 7,000+ sq.ft of space and the tranquility of the countryside. Take a dip in the private, heated, indoor pool. Play pickleball, dodgeball, and practice your free throws in the half-court basketball gym. The theatre room is complete with surround sound, HD 85 inch TV, and reclining leather sofas. The custom-built bunkbed room is a haven for kids. This unique barn is not just a place to stay; it's an experience.

Location · Value · Indoor spaces

Cozy Ranch | Yard, BBQ & Pool | Pet Friendly

Slow mornings, a backyard to actually use, and enough space for everyone to do their own thing. Fire up the charcoal grill, let the kids run the fenced yard, take a dip in the community pool when the afternoon calls for it. The kitchen's stocked for real cooking, the living room's stocked for real downtime, and the dog is welcome too. Fort Wayne has more going on than most people expect — and this place makes a pretty convincing case for staying in just as much.

Accuracy · Cleanliness · Pool

Spacious home near Carroll High

Welcome to our charming 3-bedroom home located near Carroll High School! This home is perfect for families or friends looking for a comfortable and convenient place to stay in the area. There is a garage for your convenience. You'll find ample sleeping space for up to 6 guests. During the summer months, guests can also take advantage of the community pool. We look forward to welcoming you to our home and ensuring you have a memorable stay near Carroll!

Location · Family · Accuracy

Cornfield Paradise

Welcome to Cornfield Paradise, your perfect getaway in Fort Wayne, IN. This charming 3-bedroom, 2.5-bath offers spacious comfort and modern amenities for families or groups. The highlight of your stay will be the private heated in-ground pool, ideal for unwinding after a day of exploring.  Relax in the cozy living spaces or prepare a meal in the fully-equipped kitchen. Conveniently located near local attractions, dining, and shopping.

Location · Family · Pool

Midcentury Glass Getaway

Step into a mid-century masterpiece: a 1956 International Style glass house by architect Orus Eash. Encased in 30 floor-to-ceiling glass panels, the home dissolves boundaries between indoors and nature, set on a beautiful 1+ acre lot with mature trees. Recently restored and furnished with authentic period pieces, it offers a rare blend of design, history and tranquility—an architectural experience unlike anywhere else in the city.

Family · Location · Backyard

Home Away From Home!

Our home is a great place for your next holiday gathering! Included is a fully equipped kitchen and plenty of seating and space for entertaining. The "home away from home" feeling will provide a relaxing and stress- free environment, while allowing quality time with family and friends. It would be our pleasure to host your upcoming gathering!

Value · Family · Cleanliness