Vacation rentals in Webster

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Top-rated vacation rentals in Webster

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 331 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

Spring and Summer are upon us. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. Featuring Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen -stove, full refrigerator, microwave. Enjoy private deck, propane fire pit, gaze at the moon & stars. Cook-Propane grill. Enjoy scenic walks around the lakes. Wake up to amazing sunrises. RELAX, ENJOY TRANQUILITY every season. New addition Woodstock Valley Country within two miles.

Nov 24 – Dec 1

$133 per night
Guest favorite

Guest suite in Uxbridge

5.0 out of 5 average rating, 267 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

Sep 28 – Oct 5

$122 per night
Guest favorite

Guest suite in Thompson

4.98 out of 5 average rating, 112 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Aug 19 – 26

$130 per night

Popular amenities for Webster vacation rentals

Stay near Webster's top sights

Indian Ranch10 locals recommend
Point Breeze9 locals recommend
Mexicali Grill9 locals recommend
Mohegan Bowl4 locals recommend
Bistro Eighty Ates3 locals recommend
The Lodge Restaurant5 locals recommend

Other great vacation rentals in Webster

Guest favorite

Guest suite in Uxbridge

4.98 out of 5 average rating, 131 reviews

The 1780 Suite

Jan 13 – 20

$90 per night
Guest favorite

Guest suite in North Smithfield

4.94 out of 5 average rating, 106 reviews

Guest Suite in our Mediterranean Home

Jul 28 – Aug 4

$98 per night
Guest favorite

Apartment in Ashford

4.99 out of 5 average rating, 218 reviews

Enjoy a Farm Stay without the Work

Nov 29 – Dec 6

$63 per night
Guest favorite

Farm stay in Southbridge

4.98 out of 5 average rating, 162 reviews

High Grass Farm

Nov 25 – Dec 2

$154 per night
Guest favorite

Apartment in Brimfield

4.98 out of 5 average rating, 138 reviews

Quiet & Cozy Main Street Retreat

Nov 30 – Dec 7

$119 per night
Superhost

Farm stay in Southbridge

4.88 out of 5 average rating, 286 reviews

Scandanavian Wigwam with Sauna and Forest Baths

Jun 15 – 20

$108 per night
Guest favorite

Home in Sturbridge

4.94 out of 5 average rating, 207 reviews

Lake Front Home Sleeps 6-8 on a private Peninsula!

Nov 24 – Dec 1

$302 per night
Guest favorite

Cottage in Killingly

4.94 out of 5 average rating, 419 reviews

Lake front cottage

Dec 4 – 11

$140 per night
Guest favorite

Apartment in Webster

5.0 out of 5 average rating, 15 reviews

1 BR on Webster Lake.

May 15 – 22

$180 per night
Guest favorite

Apartment in Webster

5.0 out of 5 average rating, 14 reviews

Amazing Webster Lake Views and Private Oasis

Nov 29 – Dec 6

$186 per night
Superhost

Home in Webster

5.0 out of 5 average rating, 15 reviews

Newly Renovated Waterfront Lake House w/ Docks

Nov 20 – 27

$302 per night
Guest favorite

Cabin in North Grosvenordale

5.0 out of 5 average rating, 51 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

Sep 11 – 18

$171 per night

Quick stats about vacation rentals in Webster

Total rentals

10 properties

Wifi availability

10 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

610 reviews

Nightly prices starting at

$50 before taxes and fees

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Webster?

    Webster has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Where should I stay in Webster?

    Make yourself at home in Webster by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in North Village, over 10 vacation rentals in East Village, and over 10 vacation rentals in Main Street Historic District.

Destinations to explore