Webster Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Webster holiday rentals

Living area

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Webster
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
The price is HK$1,407
HK$3,248 total
includes taxes & fees
13 Feb - 14 Feb
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Exterior

Charming 2-bedroom apartment in welcoming Putnam

Charming 2-bedroom apartment in welcoming Putnam
Putnam
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is HK$626
HK$1,326 total
includes taxes & fees
16 Feb - 17 Feb
Charming 2-bedroom apartment in welcoming Putnam
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$985
HK$1,469 total
includes taxes & fees
17 Feb - 18 Feb
SteamPunk Bunk House and Intergalactic Way Station
Fridge, microwave, oven, stovetop

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, (22 reviews)
"This is our second stay. We will definitely book again. Cleanliness is our priority. Location is great close to everything. The host makes sure everything you need is all here "
United States
Patty a.
The price is HK$774
HK$1,506 total
includes taxes & fees
13 Feb - 14 Feb
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.0 out of 10, Wonderful, (26 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is HK$1,034
HK$2,323 total
includes taxes & fees
18 Feb - 19 Feb
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Outdoor dining

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.4 out of 10, Exceptional, (20 reviews)
"Beautiful location. Great communication with host who continually checked in with us. Home had everything we needed to host my daughter and her friends for a great dinner for UCONN family weekend. Will definitely be back! "
United States
Michelle L.
The price is HK$865
HK$2,105 total
includes taxes & fees
17 Feb - 18 Feb
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (21 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is HK$1,094
HK$1,602 total
includes taxes & fees
13 Mar - 14 Mar
Wizard's Roost at Underhill Hollow
Exterior

The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (31 reviews)
"We had a very nice stay while there."
United States
Ann R.
The Carriage House at Chaprae Hall
Fridge, microwave, oven, stovetop

Spacious & Clean 3BR APT near Clark University

Spacious & Clean 3BR APT near Clark University
Main South
10.0 out of 10, Exceptional, (1 review)
"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"
United States
Barb S.
The price is HK$1,020
HK$1,758 total
includes taxes & fees
16 Feb - 17 Feb
Spacious & Clean 3BR APT near Clark University
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 HK$1,301
HK$2,052 total
includes taxes & fees
18 Feb - 19 Feb
Spacious, unique barn with beautiful views.
4 bedrooms, iron/ironing board, free WiFi, bed sheets

16/3 - Spacious 4BR Worcester Home Near Parks

16/3 - Spacious 4BR Worcester Home Near Parks
Worcester
The price is HK$969
HK$2,604 total
includes taxes & fees
16 Feb - 17 Feb
16/3 - Spacious 4BR Worcester Home Near Parks
Interior

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$625
HK$2,252 total
includes taxes & fees
13 Mar - 14 Mar
Spacious Massachusetts Apartment #2
Interior

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Main South
The price is HK$832
HK$2,285 total
includes taxes & fees
18 Feb - 19 Feb
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Dining

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is HK$1,746
HK$2,023 total
includes taxes & fees
11 Mar - 12 Mar
Zen Inspired Retreat with Private Forest Trails
Smart TV, fireplace

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (15 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is HK$1,454
HK$3,086 total
includes taxes & fees
4 Mar - 5 Mar
Home Away from Home!
Exterior detail

Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
The price is HK$2,149
HK$2,745 total
includes taxes & fees
13 Feb - 14 Feb
Cozy 1-bedroom cottage in serene Pomfret.
Exterior

Beautifully updated home located just minutes from downtown Worcester.

Beautifully updated home located just minutes from downtown Worcester.
Worcester
10.0 out of 10, Exceptional, (1 review)
"Great clean place. Groceries and restaurants very close and convenient."
United States
Binoy K.
The price is HK$1,251
HK$2,863 total
includes taxes & fees
28 Feb - 1 Mar
Beautifully updated home located just minutes from downtown Worcester.
Books

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
The price is HK$1,231
HK$1,558 total
includes taxes & fees
16 Feb - 17 Feb
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Dining

Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Prakash’s apartment was perfect for our weekend away. It is conveniently located and easy to find. The area is spacious and had everything we needed. We would happily stay there again. "
United States
Barbara K.
The price is HK$1,119
HK$1,660 total
includes taxes & fees
22 Feb - 23 Feb
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Dining

12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
The price is HK$837
HK$2,396 total
includes taxes & fees
15 Feb - 16 Feb
12B-Cozy 3BR Apartment with Koi Pond in Worcester
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

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Such a kid, friendly environment! That’s the best part"
Leah 1-night trip
Posted 3 days ago
Wellsworth Hotel

Find out more about Webster

Search for holiday rentals in Webster on Expedia! You can easily find your home rentals, villas, holiday apartments in Webster using one of the methods below:

  • View our selection of featured holiday rentals in Webster
  • Use the map to find apartments and other holiday homes in the Webster neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Webster while they last

Look no further and take a look at our great range of rental properties in Webster!

Frequently asked questions

Can I find holiday rentals in Webster?

Yes, there are holiday rentals in Webster close to Mohegan Bowl, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Webster has to offer?

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!: This highly rated holiday home rental in Webster offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Webster?

Expedia has 6 holiday 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 Dudley Hill Golf Club at Nichols College are a couple of places you'll find in the wider area.

What are holiday rentals like in Webster?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Webster. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.