Webster Holiday Rentals

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Holiday Rentals in Webster

Wrecked at Ron’s

10.0 out of 10, Exceptional, (10)
"My family thoroughly enjoyed our accomadations. Ron was attentive and quick to respond to our needs, gave a great house tour, and was proactive in offering assistance. "
Wrecked at Ron’s

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

The price is HK$2,723
HK$3,424 total
includes taxes & fees
2 Oct - 3 Oct
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Webster Lake - One Home -Two Apartments

10.0 out of 10, Exceptional, (16)
"The house was better than we expected. We had a 16month old and there was a brand new pack and play for us to use. The house was clean, organized and ready for our family. We had 9 adults and 1 toddler and there was plenty of room to accommodate us all. The owners were VERY responsive to all our inquiries. We would definitely recommend this property!"
Webster Lake - One Home -Two Apartments

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

9.6 out of 10, Exceptional, (5)
"We had a great time. The house was beautiful. Well kept and ready for us. The hosts were amazing. Any concerns or questions were answered quickly. Thank you."
The price is HK$1,992
HK$2,468 total
includes taxes & fees
6 Oct - 7 Oct
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Dove Cabin up in the Trees

9.8 out of 10, Exceptional, (23)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is HK$1,365
HK$2,002 total
includes taxes & fees
28 Sept - 29 Sept
Dove Cabin up in the Trees

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (10)
"The cabin was definitely cozy, the treats were a nice addition, and the kitchen had most of what we needed. Would return next time we plan to be in the area. Gus was great to communicate with! Thank you@"
Brimfield Waterfront cottage

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (17)
"Great time, lovely location, easy to access and beautiful lake!"
Amazing lake house with everything you need!

The Tree House at Underhill Hollow

9.4 out of 10, Exceptional, (32)
"My 10 year old loved this stay! Meeting the goats and sheep was fun and it was located in a nice area. Would love to visit again!"
The price is HK$840
HK$1,345 total
includes taxes & fees
28 Sept - 29 Sept
The Tree House at Underhill Hollow

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

10.0 out of 10, Exceptional, (133)
"It was our 4 lake vacation there. We absolutely love it and our dog Charlie enjoys the beautiful yard and and a swim in a little bay at this property."
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Wizard's Roost at Underhill Hollow

9.6 out of 10, Exceptional, (17)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
The price is HK$770
HK$1,220 total
includes taxes & fees
28 Sept - 29 Sept
Wizard's Roost at Underhill Hollow

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (20)
"Great space to hang out with family while in town. "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

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

9.0 out of 10, Wonderful, (7)
"Only issue with the location is exiting the property directly to a busy street. Nice safe, beautiful neighborhood."
The price is HK$1,113
HK$1,635 total
includes taxes & fees
29 Sept - 30 Sept
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (39)
"WE enjoyed our stay."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Spacious 2 Bedroom 1 Bath apt

10.0 out of 10, Exceptional, (1)
"Great host and excellent apartment "
Spacious 2 Bedroom 1 Bath apt

Secluded 2-Acre Lakefront Home! Book Your Getaway!

9.8 out of 10, Exceptional, (73)
"We enjoyed our stay, especially sitting on the deck and listening to the birds. We would definitely love to return again sometime."
The price is HK$2,587
HK$4,552 total
includes taxes & fees
29 Sept - 30 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (114)
"The weather didn’t cooperate enough for us to enjoy the water, but it was lovely to look at"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (4)
"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."
The price is HK$2,139
HK$3,900 total
includes taxes & fees
29 Sept - 30 Sept
Spacious 4-bedroom with four and half bathrooms

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

9.6 out of 10, Exceptional, (25)
"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."
The price is HK$1,081
HK$2,059 total
includes taxes & fees
7 Oct - 8 Oct
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

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

2.0 star property
10.0 out of 10, Exceptional, (16)
"I stayed with my dog for 1 night and the listing was just as described. "
The price is HK$848
HK$1,529 total
includes taxes & fees
29 Sept - 30 Sept
Charming single family Cottage, pet friendly w fenced in yard,

Cozy 2-bedroom stay in enchanting Smithfield with AC, WiFi

9.0 out of 10, Wonderful, (6)
"Excellent place, super clean, has everything you need. Close to anything and everything you’d ever need or want to go to. It’s private, and the beds are super comfortable, the sheets are like butter, very comfortable. Property owners are top of the line awesome people! We will stay at this property each visit to Rhode Island. Loved it"
Cozy 2-bedroom stay in enchanting Smithfield with AC, WiFi
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

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
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  • Enter your travel dates to view the best deals on holiday rentals in Webster while they last

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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?

Webster Lake - One Home -Two Apartments: This highly rated holiday home rental in Webster is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. 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. Make the most of games in this rental home to help you unwind.

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.