Upper East Side holiday homes
We found 53 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in Upper East Side that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a fireplace. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Upper East Side
Massive Unit w/ Garage, Chef’s kitchen & office! Walk to the Lake, Downer Ave!
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
39 reviews(39 reviews)
*New Listing!* East Side Spa Retreat Near Lake
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
On the Boulevard
Sleeps 7 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment
Sleeps 20 · 4 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
85 reviews(85 reviews)
Rare East Side 3 Bedroom - Parking - UWM - Coffee - Lake Michigan
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
HomeSweetHome in Vibrant MKE, 2BR/1BA
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Upper East Side?
Houses are the most popular style of holiday home in Upper East Side, according to our data. Even if you’ve got a different idea about what you want, Bookabach has holiday homes in a variety of sizes and shapes. Browse our many options to find your perfect match.
How much does it cost to rent a holiday home in Upper East Side?
Property type, length of stay and season are among the factors that can determine the price of a holiday home. Simply enter your travel dates to find the ultimate escape. From cosy country cottages to expansive luxury villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Upper East Side?
Prices for beach houses in Upper East Side differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Bookabach and how many guests to view your options and prices. From there you can use our filter tool to refine your search by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in Upper East Side?
Yes. You’ll have a choice of four holiday homes that allow pets in Upper East Side. Lots of our pet-friendly holiday homes even come with space outdoors for your four-legged pal to play around in, complimentary treats, special dog beds and proximity to parks and green space. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Bookabach.
What are popular home amenities in Upper East Side?
A lake view, a chef and an electric car charging station are rated the most popular home amenities in Upper East Side. Whether you’re travelling on your own, with your spouse or a group of friends, Bookabach will help you find a holiday home that suits your tastes with all the features you need.
Are there large group holiday homes in Upper East Side?
With two holiday homes that can host 10 or more guests in Upper East Side, you won’t have to cross anyone off the invite list. From family holidays to special events like birthday parties and weddings, Bookabach will help you find a large group home to match the occasion.
Are there holiday homes in Upper East Side that welcome kids?
With four family-friendly holiday homes to choose from in Upper East Side, now is a great time to introduce the kiddos to the pleasures of travel. Just check our “Properties good for families” filter box to view stays packed with conveniences perfect for holidaying families, like multiple bedrooms, pools, entertainment areas and bunk beds.
What are the top attractions for families in Upper East Side?
There are loads of awesome things to do and see with the family in Upper East Side, such as:
- Harley-Davidson Museum
- Milwaukee County Zoo
- Milwaukee Public Museum
Are there holiday homes with WiFi in Upper East Side?
Upper East Side has two holiday homes with WiFi, so you can stay connected during your holiday. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movies with the family to updating your social media, these Bookabach homes make it easy to go online.
How can I find holiday homes with air conditioning in Upper East Side?
You’ll find four Bookabach holiday homes with air conditioning in Upper East Side giving you that cool, cool breeze and extra element of comfort. Simply enter your desired travel dates and then take advantage of our filters to help you locate properties with air conditioning.
How old do you have to be to rent a holiday home in Upper East Side?
The minimum age permitted can differ across properties on Bookabach, so be sure to check the rules of the holiday home in Upper East Side you’re considering. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Upper East Side for?
It all depends on the Upper East Side property. To browse available options offering extended stays, just type your dates and number of guests into the Bookabach search page. You can look forward to having the entire place to yourself, along with the comforts of home like a fully-equipped kitchen, air conditioning and outdoor spaces where the little ones can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.