Skip to content

Vacation rentals in Webster

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Webster

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

Guest suite in Thompson
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!
Farm stay in Thompson
Rustic Farmette Studio w/ Hot Tub & seasonal pool
Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, a small family. Please include all individuals (&pets) in your booking.
Apartment in Dudley
Excellent for couples; voyagers & professionals. Ideal for short or long terms stays, everything is incld. Cozy, bright and small very comfy bedroom, if business travel or just visiting the area, Kitchen, living room and Laptop Desk. Self-Check-In, Wi-Fi, free & safe on-street Parking, Lock on Door, Laundry available*, A/C, we are in a lousy street but safe.

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

Guesthouse in Killingly
The Carriage House at Chaprae Hall
Guest suite in Uxbridge
Zen Designed Guest Suite with 2-mile Trail Loop
Tiny homes in Smithfield
Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
Guest suite in Blackstone
Private access in-law apartment, perfect for two
Cottage in Killingly
Lake front cottage
Apartment in Ashford
Enjoy a Farm Stay without the Work
Guest suite in Uxbridge
Beautiful, Unique, & Cozy Cedar Flat
Apartment in Woodstock Valley
“Tranquillity on the Lake ” Woodstock Valley, Ct.
Farm stay in Thompson
SteamPunk Bunk House and Intergalactic Way Station
Guest suite in Uxbridge
The 1780 Suite
Home in Framingham
1BR—Brookside Loft—Quiet&Clean—25 Mins to Boston
Cottage in Sturbridge
Cedar Sunrise

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

560 reviews

Nightly prices starting at

$68 CAD before taxes and fees

Destinations to explore