Webster Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Webster

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

The price is CA $297
CA $522 total
includes taxes & fees
May 6 - May 7
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Wrecked at Ron’s

10.0 out of 10, Exceptional, (7)
"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 CA $459
CA $610 total
includes taxes & fees
May 4 - May 5
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

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"
The price is CA $276
CA $613 total
includes taxes & fees
May 4 - May 5
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

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

9.8 out of 10, Exceptional, (21)
"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.

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Beautiful little getaway! Pet friendly and very accommodating. Thank you!"
The price is CA $150
CA $268 total
includes taxes & fees
May 18 - May 19
Charming single family Cottage w fenced in yard, pet friendly, fenced yard

completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (182)
"The house is so clean has everything we need to host Christmas, beautiful lake view close to everything and owner is on site if you need anything "
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

Home Away from Home!

10.0 out of 10, Exceptional, (2)
"Thank you for our little stay-cation! The property was beautiful and was exactly as expected. Plenty of rooms and bathrooms. My only wish was for more mirrors for us all to do our make up. But we made it work. "
The price is CA $256
CA $541 total
includes taxes & fees
May 14 - May 15
Home Away from Home!

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (63)
"This property is amazing! We had such a great weekend - the water view is incredible and we had everything we needed for a cozy stay. Thank you!!"
The price is CA $436
CA $773 total
includes taxes & fees
May 5 - May 6
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

The Tree House at Underhill Hollow

9.6 out of 10, Exceptional, (15)
"It was so much fun! The land is beautiful:)"
The price is CA $165
CA $258 total
includes taxes & fees
May 4 - May 5
The Tree House at Underhill Hollow

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

9.0 out of 10, Wonderful, (19)
"We stayed it town to visit local family members. Accommodations were cleanly & cozy. Although we stayed in January, I can see this being a wonderful place for a small family to enjoy a lovely summer holiday on the lake. Owner was very friendly and easy to communicate with."
The price is CA $189
CA $416 total
includes taxes & fees
May 18 - May 19
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cozy pet friendly 3-bedroom house in charming Foster with fast WiFi, full ktch

10.0 out of 10, Exceptional, (2)
"Easy in and out! Had all the accommodations we needed. Price was right. Perfect for the kids and the dog. "
Cozy pet friendly 3-bedroom house in charming Foster with fast WiFi, full ktch

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (53)
"Property is beautiful and very well stocked with everything needed for group celebrating 40+ years of friendship. "
Impressive Unique Waterfront Pool Resort Country Estate

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (9)
"Everything was wonderful and very convenient "
Amazing lake house with everything you need!

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

9.2 out of 10, Wonderful, (12)
"Everything was great, and plenty of space for our group of 5 adults and one toddler. Communication with the host was very easy, and everything was in place that we needed. There were many touches that make it clear they want you to feel comfortable and at home. Looking forward to visiting again in the summer to take advantage of the lake"
The price is CA $185
CA $412 total
includes taxes & fees
May 7 - May 8
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (12)
"We had an amazing stay in Woodstock! House was immaculate and super clean. We loved the vibe inside as well as the views of the lake and the outdoor space. Quiet, cozy lake house with plenty of room. The master king bed was SO comfortable and felt like home! Would absolutely stay again. Hosts were very easy to communicate with and couldn’t have been easier to work with!"
The price is CA $483
CA $836 total
includes taxes & fees
May 11 - May 12
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Apartment in town center #1

8.6 out of 10, Excellent, (14)
"Highly recommend for any traveler coming ro the area. Graat host and lovely apartment "
Apartment in town center #1

Main Street Suite in Sturbridge

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay at the Main St. Suite in Sturbridge. The space was super cute, very clean, and had everything you could need/want and then some. They really thought of it all - and the communication with the hosts was top notch. Thank you for an awesome stay! "
The price is CA $241
CA $302 total
includes taxes & fees
May 8 - May 9
Main Street Suite in Sturbridge

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

8.4 out of 10, Very good, (8)
"Wonderful Spot for a small group"
The price is CA $372
CA $680 total
includes taxes & fees
May 4 - May 5
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Spacious Massachusetts Apartment #2

9.2 out of 10, Wonderful, (18)
"Cute apartment"
Spacious Massachusetts Apartment #2
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.
Don't see what you're looking for?
See all available properties in Webster
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Webster you may be interested in

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

The price is CA $459
CA $610 total
includes taxes & fees
May 4 - May 5
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Wellsworth Hotel

3.0 star property
9.2 out of 10, Wonderful, (1154)
"Wonderful hotel!"
The price is CA $160
CA $179 total
includes taxes & fees
May 18 - May 19
Wellsworth Hotel

Comfort Inn Auburn - Worcester

2.5 star property
7.6 out of 10, Good, (951)
"Nice quiet stay"
The price is CA $123
CA $137 total
includes taxes & fees
May 4 - May 5
Comfort Inn Auburn - Worcester
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.

Frequently asked questions

Can I find vacation rentals in Webster?

Yes, we have vacation rentals in Webster near Mohegan Bowl, or you can go with a more secluded option if you'd like a relaxing place to 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 vacation rentals in Webster?

Completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore: You might want to consider this vacation home rental near Webster, which is located on a lake and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Webster?

Expedia has 5 vacation 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 Nichols College are a couple of places you'll find in the larger area.

What are vacation rentals like in Webster?

Vacation rentals are private properties you can book for a few days or a quick weekend in Webster. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.