A calm lake surrounded by trees and a clear sky.

Search Webster 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 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Webster cottages

A house with a white porch, a black door, and a window with a white frame.

1. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.2 out of 10, Wonderful, (5 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
$243 nightly
The price is $275
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1-bedroom cottage in serene Pomfret.
A blue house with a garage, a covered patio, and a fenced yard.

2. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (34 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
$189 nightly
The price is $215
Nov 18 - Nov 19
Total with taxes and fees
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

3. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
3.0 star property
Worcester
$395 nightly
The price is $452
Nov 22 - Nov 23
Total with taxes and fees
Worcester Lakefront Cottage Apt w/ Shared Dock!
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 Webster Hotel Reviews

Holiday Inn Express Boston - Milford by IHG

Holiday Inn Express Boston - Milford by IHG

8/10 Good
"Nice room. Nice breakfast."
Gloria 1-night trip
Posted 1 hour ago
Holiday Inn Express Boston - Milford by IHG

Find out more about Webster

Webster Cottages information

Number of reviews
39
Accommodation
27 Cottages
Lowest Price
$215
Highest Price
$452

Frequently asked questions

Why book your cottage in Webster with Expedia?
Booking a cottage in Webster is as easy as deciding on your travel dates and selecting your ideal place for outdoor relaxation and recreation. From chic retreats to low-cost stays and cottages that offer perks like a hot tub, Expedia has something for all traveler tastes. As for the best offers around? We've got them too!
How can I find cheap cottages in Webster?
Expedia is here to help you locate cheap cottages in Webster. To lock in your perfect stay in a few quick keystrokes, use our handy filter tool to refine your search by budget, amenities and star rating.
What is there to do in Webster near my cottage?
After you've unpacked and settled in, set out and discover the amazing things Webster has to offer. Indian Ranch is a great attraction to add to your must-do list.

Explore a world of travel with Expedia