Holiday rentals with outdoor seating in Glendale

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Glendale

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Home in Thiensville

4.97 out of 5 average rating, 125 reviews

Quaint & Cozy Town Cottage Desirable N. Shore

Adorable small Town Cottage walkable to coffee shops, restaurants, parks & the riverwalk…bring the pup and experience something sweet. Everything you need to get away, business trip or extended stay. Well appointed kitchen, 2 small but cute baths with heated floors(1) and fast WiFi. Urban-like walk-ability w/ small town charm! Walk to (excellent) authentic Himalayan food at the Cheel or a glass of wine at Glaze and paint a new coffee mug! Go out or kick back with the fire/grill and s’mores!

Guest favourite

Barn in Cedarburg

4.96 out of 5 average rating, 171 reviews

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

Guest favourite

Townhouse in Shorewood

4.85 out of 5 average rating, 125 reviews

Gorgeous Shorewood stay by the Lake - Entire Flat

"This sunny 3bd lower flat is large enough to fit your whole family for your trip to Milwaukee. The bathroom is freshly renovated. We have been so lucky to meet the wonderful families and friends who have gathered here and called this space their home away from home. Walking distance to Village of Shorewood, UWM and Lake Michigan, and a short ride to the airport, Summerfest grounds, Harley Museum, the new Fiserv Forum, bars/restaurants/shopping, and much more. Baby friendly with Pack-and-play."

Guest favourite

Home in Menomonee Falls

4.94 out of 5 average rating, 106 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Guest favourite

Guest suite in Upper East Side

4.97 out of 5 average rating, 183 reviews

THE JUNGALOW- a Milwaukee Craftsman Treasure!

Welcome to our 1924 Craftsman Bungalow! Marrying Prairie House style with the innovations of the Chicago Craftsman, our brick bungalow is awaiting your stay. You'll enjoy the upper suite, with private entrance, two bedrooms, kitchen, and full bath. Newly redone porcelain marbled floors inspire luxury with each step, along with the new 'Article' sectional, 50" TV with streaming, 100% Cotton bedding and towels, a kitchen full of perks and appliances, and lush greenery to keep the air clean.

Guest favourite

Home in Wauwatosa

4.98 out of 5 average rating, 202 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH U

Guest favourite

Guest suite in Sussex

4.96 out of 5 average rating, 275 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Guest favourite

Condo in Shorewood

4.92 out of 5 average rating, 277 reviews

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

Guest favourite

Home in Wauwatosa

5 out of 5 average rating, 220 reviews

The Little Gray House

The holidays are right around the corner, stay with us to visit your family or for a quick get away. Heated mats and robes make using the hot tub oh so nice or maybe a fire and s'mores are more your style. Our Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. For 2024 we've added a outdoor movie screen/projector, new bedroom furniture, fiber internet and a high tech bidet!

Guest favourite

Guest suite in Milwaukee

4.97 out of 5 average rating, 445 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster oven, TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here. Very central location close to all things Milwaukee.

Guest favourite

Home in Milwaukee

4.99 out of 5 average rating, 214 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.

Guest favourite

Home in Whitefish Bay

4.98 out of 5 average rating, 115 reviews

3 BDR Home with places to see, things to do!

3 bedroom, sleeps 6, 1.5 bath, full kitchen, newly added laundry washer/dryer, dining room, family living area with gas fireplace. You are minutes away from downtown Milwaukee. Walking distance to the scenic shores of Lake Michigan, Whitefish Bay or Shorewood business district. It is fully furnished to enjoy your home away from home.