Webster Holiday Rentals

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Check prices for these dates

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Holiday Rentals in Webster

Wrecked at Ron’s
Terrace/patio

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
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Smart TV, fireplace, books, computer monitors

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 HK$1,978
HK$2,639 total
includes taxes & fees
26 Aug - 27 Aug
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Interior

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
Exterior

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (25)
"Loved the treasure hunt and fairy gardens. "
The price is HK$848
HK$1,358 total
includes taxes & fees
18 Aug - 19 Aug
The Tree House at Underhill Hollow
Amazing lake house with everything you need!
Dining

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
Exterior

Dove Cabin up in the Trees

10.0 out of 10, Exceptional, (18)
"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$1,378
HK$2,037 total
includes taxes & fees
19 Aug - 20 Aug
Dove Cabin up in the Trees
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Outdoor dining

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

9.4 out of 10, Exceptional, (15)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is HK$1,570
HK$2,974 total
includes taxes & fees
24 Aug - 25 Aug
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Spacious 4-bedroom with four and half bathrooms
Fridge, microwave, oven, stovetop

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 HK$2,159
HK$4,007 total
includes taxes & fees
31 Aug - 1 Sept
Spacious 4-bedroom with four and half bathrooms
Wizard's Roost at Underhill Hollow
Exterior

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 HK$777
HK$1,231 total
includes taxes & fees
20 Aug - 21 Aug
Wizard's Roost at Underhill Hollow
Beautiful Lakefront Home with Private Beach
Lake

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"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
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Outdoor dining

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

10.0 out of 10, Exceptional, (1)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Beautiful Renovated Townhome w/parking
Exterior detail

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (16)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking
Luxury Home, Pool, fireplace
Exterior

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 Getaway-Hot Tub + Kayaks + Paddleboards
Smart TV, offices

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
3 Bed / 1.5 Bath Townhome
Fridge, microwave, oven, stovetop

3 Bed / 1.5 Bath Townhome

9.2 out of 10, Wonderful, (16)
"You will hear a little road noice but other then that it was perfect! Extremely clean and a great location. Highly recommend "
3 Bed / 1.5 Bath Townhome
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds

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

10.0 out of 10, Exceptional, (191)
"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
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (13)
"Nice place."
The price is HK$1,554
HK$3,243 total
includes taxes & fees
24 Aug - 25 Aug
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior

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 HK$1,680
HK$3,139 total
includes taxes & fees
7 Sept - 8 Sept
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Outdoor dining

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!
Outdoor dining

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

Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester

10/10 Excellent
"At reception desk Cassie was welcoming and helpful She even texted us to see if things were satisfactory "
Sara 1-night trip
Posted 7 hours ago
Hampton Inn & Suites Worcester

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.