What are the top rated Cottage Rentals in Upper East Side?

There are a lot of options in Upper East Side. If you plan on staying in the Upper East Side area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Upper East Side: <a href="/property/beautiful-english-mansion-1-4-mile-from-lake-and-close-to-arts-entertainment/HA-1217216075" class="class="static-page-link"">Beautiful English Mansion, 1/4 mile from Lake and close to Arts &amp; Entertainment</a> <a href="/property/spacious-house-yard-hot-tub-games-1-mile-to-downtown-and-the-east-side/HA-1214766133" class="class="static-page-link"">Spacious house, yard, hot tub &amp; games — 1 mile to Downtown and the East Side</a> <a href="/property/sunny-upper-flat-in-shorewood-great-location-great-community/HA-3211096981" class="class="static-page-link"">Sunny Upper Flat in Shorewood. Great location, great community!</a> <a href="/property/large-luxury-home-perfect-for-groups-downtown/HA-3212343554" class="class="static-page-link"">Large Luxury Home - Perfect for Groups - Downtown</a> <a href="/property/charming-home-w-fire-pit-walk-to-lake-michigan/HA-3213030434" class="class="static-page-link"">Charming home w/fire pit, walk to Lake Michigan</a> <a href="/property/best-location-in-milwaukee/HA-1214303860" class="class="static-page-link"">Best Location in Milwaukee!</a> <a href="/property/luxury-penthouse-best-location-free-parking/HA-3212956535" class="class="static-page-link"">Luxury Penthouse, Best Location, Free Parking</a> <a href="/property/chic-milwaukee-apartment-in-hip-neighborhood/HA-1219603104" class="class="static-page-link"">Chic Milwaukee Apartment in Hip Neighborhood!</a> <a href="/property/studio-apt-w-laundry-parking/HA-3213960673" class="class="static-page-link"">Studio apt w/laundry + parking</a> <a href="/property/the-gem-of-brewers-hill-with-hot-tub-and-seasonal-pool/HA-3213270657" class="class="static-page-link"">The Gem of Brewers Hill with hot tub and seasonal pool</a>

How much does it cost to rent a cottage in Upper East Side?

The average cost for a cottage rental in Upper East Side is $273 per night. Bespokeusatravel has a wide list of great cottages near Upper East Side that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Upper East Side that allow pets?

Yes, here are the top cottage rentals in Upper East Side that allow you to bring your pet: Private 1BR Cottage with City Views MKE Pleasure Paradyz - BDSM - Adult Themed Cottage Charming 3-bdrm cottage walking distance to Fiserv, fitness room & WiFi Best Location in Milwaukee! 1 BR Apt Near Marquette University Beautiful Luxury Suite B Shorewood Home Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment <a href="/all/usa/wisconsin/milwaukee/upper-east-side" class="class="static-page-link"">See all pet-friendly vacation rentals in Upper East Side on Bespokeusatravel</a>

Do you have any rental cottages in Upper East Side that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Upper East Side to find one that works for you.

Are there quality cottages in Upper East Side that have indoor swimming pools?

As of 2026, the data from Bespokeusatravel shows that there are Over 3 private swimming pools or cottages with indoor pools in the Upper East Side area along with other great amenities.

Upper East Side Cottage Rentals By Owner

From US $185

10.0 (4 Reviews)

Cottage

Private 1BR Cottage with City Views

Air Conditioner
Pet Friendly
TV

Upper East Side Cottage Rentals & Holiday Homes

Find the best cottages in Upper East Side - We found 3 exact matches

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