Lake Chaubunagungamaug aka Webster Lake in spring in town of Webster, Massachusetts MA, USA. The original name Lake  is the longest name in US.

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Our top choices for Webster vacation homes

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

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is AED 1,102
AED 1,391 total
includes taxes & fees
26 Jun - 27 Jun
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

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

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"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 AED 2,094
AED 2,638 total
includes taxes & fees
26 Jun - 27 Jun
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"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 AED 612
AED 964 total
includes taxes & fees
23 Jun - 24 Jun
Spacious, unique barn with beautiful views.

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (37 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is AED 514
AED 774 total
includes taxes & fees
9 Jul - 10 Jul
The Tree House at Underhill Hollow

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is AED 463
AED 690 total
includes taxes & fees
22 Jun - 23 Jun
Wizard's Roost at Underhill Hollow

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is AED 588
AED 954 total
includes taxes & fees
28 Jun - 29 Jun
Angel Sky Challenge

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AED 463
AED 690 total
includes taxes & fees
22 Jun - 23 Jun
SteamPunk Bunk House and Intergalactic Way Station

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.6 out of 10, Exceptional, (47 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is AED 727
AED 1,255 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is AED 625
AED 1,133 total
includes taxes & fees
21 Jun - 22 Jun
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

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

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (5 reviews)
"This is a nice place for solo travelers or a small family with kids. The kid’s bedroom has tons of games and is themed nicely. The backyard is huge but unfenced and the property is off of a busy road. Th house itself was clean and the host offered a variety of things such as slippers for the whole family, house shoes, and bath things for everyone. The house does not have a tv but the wifi works well. "
United States
Chantay-Rose
The price is AED 609
AED 762 total
includes taxes & fees
22 Jun - 23 Jun
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
The price is AED 672
AED 758 total
includes taxes & fees
28 Jun - 29 Jun
Cottage by the Castle – Downtown Spencer

6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is AED 624
AED 2,434 total
includes taxes & fees
21 Jun - 22 Jun
6 Beds Home w/Game Room Perfect for Groups

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (22 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is AED 787
AED 1,475 total
includes taxes & fees
23 Jun - 24 Jun
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is AED 856
AED 1,698 total
includes taxes & fees
2 Jul - 3 Jul
Beautiful Worcester Downtown King Bd/Office World Cup Boston

Mohegan Sun Getaway Large Group Retreat

Mohegan Sun Getaway Large Group Retreat
Killingly
7.4 out of 10, Good, (3 reviews)
"Great setup. Perfect crash pad for a weekend of the Natchaug Epic bike race in Thompson… slept 8 no problem. Host was helpful and beds were clean, kitchens were just what we needed"
United States
shawn c b.
The price is AED 871
AED 2,799 total
includes taxes & fees
25 Jun - 26 Jun
Mohegan Sun Getaway Large Group Retreat

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (12 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is AED 1,010
AED 1,871 total
includes taxes & fees
21 Jun - 22 Jun
Spacious 4-bedroom with four and half bathrooms

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
Worcester
9.6 out of 10, Exceptional, (13 reviews)
"Great host! Easy to contact via text. Home was clean and perfect for my family!"
United States
Michael B.
The price is AED 643
AED 1,639 total
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!

Cozy 3-bedroom house in serene Worcester with fitness room and office

Cozy 3-bedroom house in serene Worcester with fitness room and office
Worcester
10.0 out of 10, Exceptional, (1 review)
"The only thing missing was a BBQ"
United States
Charmen B.
Cozy 3-bedroom house in serene Worcester with fitness room and office

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (25 reviews)
"Welcoming host! Beautiful house with great amenities!"
United States
maria c.
The price is AED 1,653
AED 2,730 total
includes taxes & fees
21 Jun - 22 Jun
Stunning Lakefront Escape! Book Your Dream Getaway!

Sleeps 15 • Pool • World Cup 2026 • Retreat

Sleeps 15 • Pool • World Cup 2026 • Retreat
Brimfield
10.0 out of 10, Exceptional, (34 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is AED 3,223
AED 5,988 total
includes taxes & fees
19 Jul - 20 Jul
Sleeps 15 • Pool • World Cup 2026 • Retreat
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

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