Holiday Rentals in Webster

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Holiday Rentals in Webster

Holiday Home in Webster

10.0 out of 10, Exceptional, (17)
"Loved our stay here! The place was so cute and had everything we needed for a fun weekend. The game room was so cool and made for some fun evenings. Alison and Denys were so quick with responses for any questions we had. Definitely would recommend staying here. "
United States
Angela K.
Webster Lake - One Home -Two Apartments

Holiday Home in Webster

10.0 out of 10, Exceptional, (3)
"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 €564
includes taxes & fees
27 Dec - 28 Dec
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Holiday Home in Webster

9.6 out of 10, Exceptional, (5)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Apartment in Webster

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is €367
includes taxes & fees
1 Dec - 2 Dec
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Holiday Home in 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 €436
includes taxes & fees
1 Dec - 2 Dec
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Holiday Home in Leicester

10.0 out of 10, Exceptional, (32)
"The home was lovely and the lakefront spot was beautiful! It was a very relaxing stay. "
United States
Erik S.
Leicester Lake Front Home, Come Relax!

Holiday Home in 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 €139
includes taxes & fees
1 Dec - 2 Dec
Wizard's Roost at Underhill Hollow

Holiday Home in 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 €153
includes taxes & fees
1 Dec - 2 Dec
The Tree House at Underhill Hollow

Holiday Home in Sturbridge

9.8 out of 10, Exceptional, (89)
"Very Clean, great location"
United States
Anonymous traveller
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Holiday Home in Worcester

9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is €354
includes taxes & fees
1 Dec - 2 Dec
Home Away from Home!

Apartment in Putnam

9.0 out of 10, Wonderful, (2)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is €153
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom apartment in welcoming Putnam

Holiday Home in Worcester

8.8 out of 10, Excellent, (13)
"House had everything you needed. Front of house parking. Large bedrooms, great back patio ,quiet neighborhood. Very comfortable definitely would stay again."
United States
Donald S.
Newly updated/furnished 3 bedrooms house

Holiday Home in Brimfield

2.0 star property
10.0 out of 10, Exceptional, (2)
"Clean, comfortable and great communication with host!"
United States
Elizabeth P.
Bungalow 19 by the lake in Brimfield

Cottage in Killingly

10.0 out of 10, Exceptional, (50)
"Our Family enjoyed staying in your lake house. We had an amazing experience. It felt like home."
United States
Lisa G.
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Holiday Home in Shrewsbury

9.6 out of 10, Exceptional, (32)
"I stayed at this property for almost a month and thoroughly enjoyed it. It had everything I needed and is conveniently located to Route 9 and I-435. The host was very responsive, which I greatly appreciated. It's nice to know such a comfortable place is available in Shrewsbury."
United States
Patty S.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Holiday Home in West Brookfield

10.0 out of 10, Exceptional, (15)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
United States
JUNE
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Holiday Home in Main South

9.8 out of 10, Exceptional, (27)
"Overall great place, parking in garage was great! "
United States
Michell M.
Cozy 2-Floor Apartment with Garage Access

Apartment in Forest Grove

10.0 out of 10, Exceptional, (4)
"We very much enjoyed our weekend stay at this place. The apartment was immaculate and very comfortable."
United States
Anonymous traveller
SalsVista 2nd Floor Corner Apt

Holiday Home in Worcester

10.0 out of 10, Exceptional, (5)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is €450
includes taxes & fees
22 Dec - 23 Dec
Spacious 4-bedroom with four and half bathrooms

Holiday Home in Thompson

10.0 out of 10, Exceptional, (14)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is €148
includes taxes & fees
2 Dec - 3 Dec
SteamPunk Bunk House and Intergalactic Way Station
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, apart-hotels, 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 favorite 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 depends 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 €139 per night. Entering your travel dates in the search wizard you might find 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 TriState Speedway 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.