Webster Holiday Rentals

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Holiday Rentals in Webster

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

2.0 star property
Webster
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is AU$651
includes taxes & fees
22 Nov - 23 Nov
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming single family Cottage, pet friendly w fenced in yard,

2.0 star property
Lincoln
10.0 out of 10, Exceptional, (19)
"Very clean, everything you need, what you saw on line is what you get. We booked again for Sept"
United States
Patty a.
The price is AU$306
includes taxes & fees
8 Dec - 9 Dec
Charming single family Cottage, pet friendly w fenced in yard,

Charming 2-bedroom apartment in welcoming Putnam

Putnam
9.0 out of 10, Wonderful, (2)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is AU$271
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom apartment in welcoming Putnam

Wizard's Roost at Underhill Hollow

North Grosvenordale
9.6 out of 10, Exceptional, (20)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is AU$246
includes taxes & fees
23 Nov - 24 Nov
Wizard's Roost at Underhill Hollow

The Tree House at Underhill Hollow

Thompson
9.4 out of 10, Exceptional, (34)
"We had a magical stay! Hosts were accommodating to our needs and eager to make our visit the best."
United States
Grahame E.
The price is AU$271
includes taxes & fees
25 Nov - 26 Nov
The Tree House at Underhill Hollow

SteamPunk Bunk House and Intergalactic Way Station

Thompson
10.0 out of 10, Exceptional, (14)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AU$262
includes taxes & fees
22 Nov - 23 Nov
SteamPunk Bunk House and Intergalactic Way Station

The Carriage House at Chaprae Hall

Killingly
10.0 out of 10, Exceptional, (30)
"Great stay. Very quiet and convenient for a work event."
United States
sandra P.
The Carriage House at Chaprae Hall

Apartment in town center #1

West Brookfield
8.8 out of 10, Excellent, (25)
"Clean place and was well suited for what we needed"
United States
Chris
The price is AU$459
includes taxes & fees
30 Nov - 1 Dec
Apartment in town center #1

Spacious Massachusetts Apartment #2

West Brookfield
9.0 out of 10, Wonderful, (28)
"We used both apartments for time with extended family. Nice to be in the same building."
United States
Tyler K.
The price is AU$471
includes taxes & fees
22 Nov - 23 Nov
Spacious Massachusetts Apartment #2

Spacious, unique barn with beautiful views.

Hampton
10.0 out of 10, Exceptional, (3)
"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 AU$414
includes taxes & fees
25 Nov - 26 Nov
Spacious, unique barn with beautiful views.

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

Ashford
9.4 out of 10, Exceptional, (19)
"We had a nice getaway after a tour of our alma mater, UCONN. This welcoming and very well decorated home gave us a nice place to rest and connect after our busy day."
United States
Andrea F.
The price is AU$532
includes taxes & fees
23 Nov - 24 Nov
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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

Ashford
9.0 out of 10, Wonderful, (24)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
The price is AU$504
includes taxes & fees
25 Nov - 26 Nov
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is AU$624
includes taxes & fees
6 Dec - 7 Dec
Home Away from Home!

Zen Inspired Retreat with Private Forest Trails

Uxbridge
10.0 out of 10, Exceptional, (14)
"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 AU$352
includes taxes & fees
24 Nov - 25 Nov
Zen Inspired Retreat with Private Forest Trails

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

Hopkinton
9.2 out of 10, Wonderful, (9)
"This was a roomy, clean stay in a nice location for visiting family. Hosts were communicative and accommodating. It is a basement apartment so there is minimal noise from above and minimal natural light. Would certainly stay here again!"
United States
Chrissy M.
The price is AU$333
includes taxes & fees
24 Nov - 25 Nov
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester
9.0 out of 10, Wonderful, (20)
"We booked this property to stay with our adult children while visiting family nearby. The house was clean, tastefully decorated, and well maintained. It was an excellent choice for six adults to stay together!"
United States
Susi K.
The price is AU$649
includes taxes & fees
24 Nov - 25 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom

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

2.0 star property
Brimfield
The price is AU$278
includes taxes & fees
22 Dec - 23 Dec
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Cozy 1-bedroom cottage in serene Pomfret.

2.0 star property
Pomfret
The price is AU$432
includes taxes & fees
22 Nov - 23 Nov
Cozy 1-bedroom cottage in serene Pomfret.

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock
10.0 out of 10, Exceptional, (20)
"We had a great stay at the lakehouse. Will definitely consider a future stay."
United States
Savanna
The price is AU$744
includes taxes & fees
23 Nov - 24 Nov
Stunning Lakefront Escape! Book Your Dream Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock
9.8 out of 10, Exceptional, (74)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
The price is AU$772
includes taxes & fees
23 Nov - 24 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
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

Find out more about Webster

Everything you need to know about Webster holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Webster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Webster holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Webster holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Webster. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Webster holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Webster holiday rentals we have selected for you start as low as AU$246 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Webster rentals

At Expedia, we put the best Webster holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Webster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Webster holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Webster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Spacious 4-bedroom with four and half bathrooms: This holiday home rental outside of Webster is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Webster?

Expedia has 5 holiday rentals for your stay in Webster.

What can I see and do in Webster?

Lake Webster and Lake Chaubunagungamaug are a couple of scenic spots to enjoy the outdoors, whereas Indian Ranch is one of the cultural attractions. Mohegan Bowl and Buffumville Lake 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.