Holiday rentals in Bayside

4.79 out of 5 average rating, 257 reviews

Home in Milwaukee

Private Milwaukee Home-Great Location, Entire Unit

This private upper level unit is only 3 miles from Froedtert Hospital, 1.1 miles from Mayfair Mall, and only steps away from Mount Mary University; bordering Wauwatosa, a suburb with great places to roam! This home is spacious, yet cozy. Offers a secure bedroom for 2, living room with a comfy sofa bed that sleeps one, dining area, bathroom, & full kitchen with all the necessities. A Key Less entry makes your check-in quick and easy! Minutes from the highway, making getting anywhere a breeze.

4.97 out of 5 average rating, 118 reviews

Home in Mequon

Historic cottage with fireplace. Pets Welcome!

Step back in time and immerse yourself in the charm of our historic 3-bedroom cottage, part of the renowned Jahn Farmstead, proudly listed on the National Register of Historic Places. Built in the mid-19th century, this Greek Revival-style farmhouse offers a unique blend of historical elegance and modern comfort, ensuring a relaxing and memorable stay. Located 2 miles from the Mequon Public Market and 5 miles from Cedarburg. Pets are welcome and we have acres of land for you to explore!

4.89 out of 5 average rating, 56 reviews

Apartment in Milwaukee

Relaxing 2-bedroom upper unit close to everything

Quiet, pet-friendly upper unit in a classic Milwaukee Lannon-stone home. Across from a country club and a couple blocks from beautiful Brown Deer Park, this comfy apartment is a wonderful jumping off spot for any Milwaukee visit. We are 15 minutes from the Deer District and downtown Milwaukee, 15 minutes to Miller Park, and 20 minutes to Summerfest grounds. Take a drive to surrounding areas-- 20 minutes to Cedarburg, 25 minutes to Port Washington, and 35 minutes to scenic Holy Hill.

4.77 out of 5 average rating, 75 reviews

Cabin in Milwaukee

Rustic City Oasis on the River

Enjoy a nice relaxing getaway without leaving the city! This rustic cabin offers tons of space and a great place to bring the whole family. With two main floor bedrooms, an upstairs loft including a bathroom and kitchenette and a fully fitted basement for kids and adults alike, there is room for everyone. Enjoy a morning coffee on the deck, or dinner in the backyard under the stars. Walk by the river or take a short drive into downtown to see all the city has to offer!

4.82 out of 5 average rating, 76 reviews

Home in Glendale

4+2 bdrm house, quiet, spacious, great for groups

Welcome to my cozy and spacious house! While I am out of town, you can enjoy all the comforts of home away from home. The kitchen is fully equipped, so you can cook and dine together at your convenience while saving money on restaurants. The fenced-in private yard and two level deck add convenience and privacy, a tankless water heater assures that noone in your group will have to take a cold shower in the morning. Please message me for quantities 16+ to get a quote.

Guest suite in Germantown

4.92 out of 5 average rating, 138 reviews

1853 Farmhouse Apartment

Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

4.89 out of 5 average rating, 176 reviews

Home in Mequon

Mequon Ranch Experience

Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!.

5 out of 5 average rating, 5 reviews

Home in Whitefish Bay

Whitefish Bay Beauty!

In the absolute center of Whitefish Bay -- walk to the library, toy store (Winkies), Stone Creek Coffee, Sendik's grocery store, and Lake Michigan from this 100 year-old charmer. 1st floor has a beautiful living room with a natural fireplace, TV room with cloud couch, and a gourmet kitchen. Stunning outside space with BBQ and fire pit. 2nd floor has 3 bedrooms, office, plus 3 full baths. Awesome shopping, restaurants, and beaches nearby.

4.91 out of 5 average rating, 651 reviews

Flat in Milwaukee

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

4.99 out of 5 average rating, 239 reviews

Home in Milwaukee

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.

4.9 out of 5 average rating, 150 reviews

Flat in Riverwest

Cozy Garden Apartment in Eclectic Riverwest

Stay in this cozy studio garden apartment located in the eclectic Riverwest neighborhood! Located within a block of neighborhood staples like Art Bar and Café Corazon and a quick 10 minute drive to downtown, this is the perfect spot for any visit to the Good Land! Ample street parking is available.

4.95 out of 5 average rating, 243 reviews

Flat in Riverwest

Comfortable Riverwest apartment

Open, modern space in older home. Airbnb is located on the first floor, basic amenities are included. The family lives upstairs with very active kids that can be loud at times. Walking distance to coffee shops and neighborhood businesses, buses, downtown and the Milwaukee river. Street parking.

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Other great holiday rentals in Bayside

Private room in Riverwest

4.96 out of 5 average rating, 645 reviews

Bremen Street House | Private Room

RebeccaRating, 5 stars5 days ago

Perfect for what we needed. Matched the description. Susan was very responsive and accommodating.

Private room in Milwaukee

4.82 out of 5 average rating, 500 reviews

Cozy spacious basement w/private entry & bathroom

AngelaRating, 5 stars2 weeks ago

This house had a great location- we were going to the Brewer’s game. Super cute restaurants close by. The pictures in the listing were a bit outdated, but the space served its purpose. The host was very quick to respond to questions. If we came back up here to a game, we would stay here again.

Private room in Whitefish Bay

5 out of 5 average rating, 236 reviews

Private room in lovely, comfortable home

FarrahnRating, 5 stars2 months ago

I highly recommend Kathy's place. it literally has everything you could think of in terms of items you need or want. We will definitely be back if we can! ✨️😊❤️☕️✨️

Flat in Cedarburg

5 out of 5 average rating, 4 reviews

Downtown Cedarburg JH Washington

CraigRating, 5 stars6 days ago

This apartment was great for our visit to Cedarburg. We walked to all the downtown shops, coffee shops and restaurants. It was clean, bright, stylish and comfortable. The space is updated and felt brand new. Sarah made sure we arrived and we knew she was available. We highly recommend this place to anyone.

5 out of 5 average rating, 13 reviews

Flat in Shorewood

The Little Blue Bungelow

MicheleRating, 5 stars1 week ago

Pam was a delightful host at her charming Little Blue Bungalow. My first impression was how clean it was with a nice window breeze and beautiful decor. The bed was super comfy and supplies needed were provided. A beautiful garden in the back was the perfect place to sip coffee or wine. The neighborhood is charming with welcoming sidewalks and an easy walk to great restaurants and to the lake. I'll definitely be staying there next time I'm in Milwaukee.

Home in Glendale

4.75 out of 5 average rating, 20 reviews

Kletzsch Park Cottage: Glendale (Milwaukee)

KimRating, 5 stars2 months ago

Katie was so responsive. I texted and asked if there would be a blow dryer. She said it would be there when I got there. When I arrived there was a brand new blow dryer. I called that responsive!