A rural landscape with a silo, a church, and autumn-colored trees.

Search Hillside Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Hillside cottages

A two-story house with a garage, a front yard with a lawn, and a large tree.

1. Madison Home w/ Patio: Walk to Main Street!

Madison Home w/ Patio: Walk to Main Street!
3.0 star property
Madison
6.0 out of 10, (1 review)
"You only learned after booking that the owner would be in the basement at all times and moving cars around constantly. That was not explained in the listing. He also mowed the lawn while we were there, which was not pleasant while trying to nap. The keypad to enter the home doesn’t work properly and you have to type the code multiple times to finally enter. The beds are not comfortable at all. With the price of this location, the beds should be worth the price. The window fans do not keep the...
United States
Anonymous traveler
$480 nightly
The price is $536
Oct 29 - Oct 30
Total with taxes and fees
Madison Home w/ Patio: Walk to Main Street!
A two-story house with a balcony, a front porch, and a stone fire pit in the yard.

2. 3BD 102 Madison Ter

3BD 102 Madison Ter
2.0 star property
Springfield
$2,357 nightly
The price is $2,701
Oct 24 - Oct 25
Total with taxes and fees
3BD 102 Madison Ter
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillside Hotel Reviews

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

10/10 Excellent
"Brandon at from desk and Danous were very helpful! Everything was good and the location perfect, room in good conditions, the pizza pepperoni downstairs good 👍"
Leyden Keren 4-night trip
Posted 1 hour ago
Sheraton New York Times Square Hotel

Find out more about Hillside

Hillside Cottages information

Number of reviews
1
Accommodation
57 Cottages
Lowest Price
$536
Highest Price
$2,701

Frequently asked questions

Why book your cottage in Hillside with Expedia?
We think that vacays should be hassle-free, so if you're after cottages in Hillside at an affordable rate, Expedia can help. Save money and go for an economical option far away from the city rush, or splurge on a luxury cottage to really spoil your favorite people.
How can I find cheap cottages in Hillside?
With Expedia's helpful filter tool, getting your hands on cheap cottages in Hillside has never been easier. To discover properties that'll make your hip pocket happy, narrow your search by star rating, budget and amenities.

Explore a world of travel with Expedia