Webster Holiday Rentals

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Holiday Rentals in Webster

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

10.0 out of 10, Exceptional, (2)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
The price is AU$508
includes taxes & fees
2 Sept - 3 Sept
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Wrecked at Ron’s

10.0 out of 10, Exceptional, (8)
"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

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (24)
"Loved the treasure hunt and fairy gardens. "
The price is AU$270
includes taxes & fees
5 Aug - 6 Aug
The Tree House at Underhill Hollow

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (14)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!

Dove Cabin up in the Trees

10.0 out of 10, Exceptional, (16)
"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 AU$402
includes taxes & fees
3 Aug - 4 Aug
Dove Cabin up in the Trees

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (171)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach

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

9.4 out of 10, Exceptional, (14)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is AU$635
includes taxes & fees
24 Aug - 25 Aug
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
10.0 out of 10, Exceptional, (11)
"place was very nice and owners where very responsive, and you can't beat the location. great restaurants a few blocks away.I been looking for a place to stay when I come visit my sister and this might be it."
Beautiful & Historic Cottage, Steps to Elm Park

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (1)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is AU$796
includes taxes & fees
3 Aug - 4 Aug
Spacious 4-bedroom with four and half bathrooms

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

9.6 out of 10, Exceptional, (23)
"Love this place. Quiet and has everything you need to feel welcome. Thank you to Eben the host as he is always on top of things"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (14)
"My kids loved all the "magic"(even the grumpy teenager thought it was cool) loved meeting the goats/sheep. We especially loved meeting the farm dog!"
The price is AU$265
includes taxes & fees
19 Aug - 20 Aug
Wizard's Roost at Underhill Hollow

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (14)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking

Lakefront Getaway-Hot Tub + Kayaks + Paddleboards

2.0 star property
10.0 out of 10, Exceptional, (1)
"I truly can’t say enough good things about my stay. The house is exactly like the pictures but somehow even better in person. Everything was so clean and the check in/check out process was very easy. Sarah was so quick with communicating back and had the house stacked with everything you could imagine from plenty of pillows, blankets, tooth brushes etc. The views were beautiful and my dog loved how much space she had to herself. The neighbors are also so friendly and wave when you walk by! So...
Lakefront Getaway-Hot Tub + Kayaks + Paddleboards

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (189)
"This was our third time staying, and definately won’t be our last!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (28)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace

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

9.0 out of 10, Wonderful, (21)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is AU$781
includes taxes & fees
21 Aug - 22 Aug
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

9.8 out of 10, Exceptional, (109)
"It was a lovely cottage with beautiful views "
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Leicester Lake Front Home, Come Relax!

10.0 out of 10, Exceptional, (26)
"Great family time and comfortable house to spend time with family during a visit to see our daughter at Holy Cross! "
Leicester Lake Front Home, Come Relax!
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

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?

The Tree House at Underhill Hollow: This holiday home rental outside of Webster offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a coffee maker and kitchenware.

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.