A calm lake surrounded by trees and a clear sky.

Webster Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Webster vacation rentals

Property grounds

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is AED 1,102
AED 1,391 total
includes taxes & fees
26 Jul - 27 Jul
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Property grounds

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night."
United States
Kyle C.
The price is AED 1,947
AED 2,453 total
includes taxes & fees
26 Jul - 27 Jul
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Fridge, microwave, oven, stovetop

One Bedroom Steps from Clark University

One Bedroom Steps from Clark University
Main South
The price is AED 261
AED 764 total
includes taxes & fees
14 Jul - 15 Jul
One Bedroom Steps from Clark University
Dining

One Bedroom Next to Clark University

One Bedroom Next to Clark University
Main South
The price is AED 261
AED 768 total
includes taxes & fees
19 Jul - 20 Jul
One Bedroom Next to Clark University
1 bedroom, desk, iron/ironing board, WiFi

One Bedroom Only a Block from Clark University

One Bedroom Only a Block from Clark University
Main South
The price is AED 261
AED 768 total
includes taxes & fees
16 Jul - 17 Jul
One Bedroom Only a Block from Clark University
Private kitchen

Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is AED 294
AED 421 total
includes taxes & fees
14 Jul - 15 Jul
Clean & Cozy Private room - 3 floor_R 1
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is AED 463
AED 711 total
includes taxes & fees
19 Jul - 20 Jul
The Tree House at Underhill Hollow
Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (31 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is AED 645
AED 945 total
includes taxes & fees
16 Jul - 17 Jul
Dove Cabin up in the Trees
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AED 463
AED 690 total
includes taxes & fees
14 Jul - 15 Jul
SteamPunk Bunk House and Intergalactic Way Station
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (23 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is AED 463
AED 690 total
includes taxes & fees
19 Jul - 20 Jul
Wizard's Roost at Underhill Hollow
Interior

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is AED 349
AED 673 total
includes taxes & fees
26 Jul - 27 Jul
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Interior

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is AED 612
AED 971 total
includes taxes & fees
20 Jul - 21 Jul
Spacious, unique barn with beautiful views.
TV

6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is AED 784
AED 2,675 total
includes taxes & fees
19 Jul - 20 Jul
6 Beds Home w/Game Room Perfect for Groups
Exterior

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (36 reviews)
"Adorable cottage in a great location with all the items we needed to enjoy our time. "
United States
Lynn R.
The price is AED 981
AED 1,724 total
includes taxes & fees
14 Jul - 15 Jul
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (28 reviews)
"Stayed here to visit Treehouse brewing with some friends and it was perfect. "
United States
Chris G.
The price is AED 397
AED 1,231 total
includes taxes & fees
15 Jul - 16 Jul
Apartment in town center #1
House (2 Bedrooms) | Front of property

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is AED 823
AED 1,662 total
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is AED 588
AED 954 total
includes taxes & fees
14 Jul - 15 Jul
Angel Sky Challenge
Interior

Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1

Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1
Main South
10.0 out of 10, Exceptional, (1 review)
The price is AED 780
AED 1,641 total
includes taxes & fees
2 Aug - 3 Aug
Cozy 3BR Worcester Apt • Pet-Friendly near Clark University & I-290 4/1
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is AED 672
AED 770 total
includes taxes & fees
15 Jul - 16 Jul
Cottage by the Castle – Downtown Spencer
Interior

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.2 out of 10, Wonderful, (31 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is AED 417
AED 1,257 total
includes taxes & fees
27 Jul - 28 Jul
Spacious Massachusetts Apartment #2
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.
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Top Webster Hotel Reviews

Courtyard by Marriott Worcester

Courtyard by Marriott Worcester

8/10 Good
"Our room with a king size bed was a little tight. The bathroom is very good size. The mattress was excellent. The outside deck was nice but was lacking furniture. Just 2 chairs and a small table. The noise in the area on a Sunday morning was uncalled for. Why would you have grounds work being done with blowers at 9 am is just rude."
Steven 1-night trip
Posted 6 hours ago
Courtyard by Marriott Worcester

Frequently asked questions

Can I find vacation rentals in Webster?

Yes, we have vacation rentals in Webster near Mohegan Bowl, or you can go with a more secluded option if you'd like a relaxing place to stay. Webster is known for its lake views and seafood restaurants. Make sure you have time to check out the entertainment choices while you're in the area.

What are some of the best vacation rentals in Webster?

3-bedroom house on Webster Lake with amazing views, beach and boat launch access: This Webster vacation home rental is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Another good choice for your trip to Webster is Webster Lake - One Home -Two Apartments.

How many vacation rentals will I find in Webster?

Expedia has 5 vacation rentals for your stay in Webster.

What can I see and do in Webster?

Cultural attractions include Indian Ranch, whereas Mohegan Bowl is just one of the family-friendly sights. Lake Chaubunagungamaug and TriState Speedway are a couple of places you'll find in the larger area.

What are vacation rentals like in Webster?

Vacation rentals are private properties you can book for a few days or a quick weekend in Webster. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.