Holiday rentals in Canterbury

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Canterbury

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

1 of 1 pages1 / 1
Top guest favourite
A cozy sleeping area features a spacious bed with plaid bedding and decorative pillows. A wicker chair sits beside the bed, and soft lighting is provided by two bedside lamps. A sliding door opens to a private outdoor space, adorned with patio furniture.
Cottage in Ledyard
4.92 out of 5 average rating, 131 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

Top guest favourite
A serene landscape is presented, featuring expansive green fields under a softly glowing sunrise. Two rustic buildings are visible: a barn with classic doors and a white cottage, both surrounded by lush trees and open space, reflecting the peaceful countryside setting.
Guest house in North Stonington
4.99 out of 5 average rating, 241 reviews

"Mystic Country" Farm Stay at 100 Acre Wood

Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Guest favourite
A spacious studio apartment features a queen bed with a light-colored coverlet. A cozy seating area includes a sofa and a colorful patterned chair next to a small table. Bright light from a floor lamp highlights the room, while a ceiling fan adds comfort.
Flat in Woodstock
4.96 out of 5 average rating, 28 reviews

Quiet Corner Studio

Kick back and relax in our calm,stylish space.This studio apt features a separate entrance in back of garage.A staircase leads up to a deck with a table and chairs for outdoor dining and relaxing.Catch a glimpse of our Highland cows peacefully grazing the day away.This studio apt is cozy,thoughtfully decorated, and stocked with all your necessities.Queen bed,Full size refrigerator, stove/oven, kuerig,toaster,microwave.Linens,blankets,pillows,throw pillows,towels.Your home away from home awaits!

Top guest favourite
The exterior of a bright red caboose is captured against a backdrop of tall trees. Sunlight filters through branches, highlighting the unique structure. A pathway of gravel leads to the entrance, which features steps and a small platform. The inviting colors complement the natural surroundings.
Guest house in Brooklyn
5 out of 5 average rating, 62 reviews

Historic Railroad Caboose - Unique CT Farm Escape

🚂 Authentic 1906 SOO-Line Caboose on our working CT horse farm! Queen Murphy bed + two bunks, WiFi, Roku, microwave, fridge, Keurig, deck, and cozy bathroom. Note: The historic 22" doorways limit accessibility. Explore nearby: Mashamoquet Brook trails, antique shops, wineries, and Putnam's arts district. Farm life starts early! Fall asleep to railroad dreams, wake to countryside serenity. Note: historic charm means cozy dimensions. Book today—before this experience leaves the station! 🌿

Top guest favourite
A cozy tree house is positioned on stilts amidst a forest setting. Wooden steps lead to the deck, surrounded by trees. Gravel covers the ground, with several outdoor chairs and tables arranged nearby, offering a serene spot to enjoy the natural surroundings.
Treehouse in Norwich
4.99 out of 5 average rating, 711 reviews

Water Forest Retreat- Tree House

Water Forest Retreat Tree House is a 168 sq ft. private heated and electrified tiny home with stained glass windows surrounding an oak tree nestled on 56 acres of forest. Enjoy your favorite drink out on the deck up in the trees while watching the birds. There are 2 1/2 miles of hiking trails with a brook, waterfall, marsh and pond. Come here to hike, fish or just relax in this beautiful forest. We also have an OCTAGON and HIKER’S HAVEN house. Please click on our profile picture to read more.

Top guest favourite
The exterior of a spacious barn structure is visible against a clear blue sky. The building features a gabled roof and light-colored wooden siding. Large double doors are positioned at the front, with a smaller door on the side. Leafless trees surround the barn.
Barn in Hampton
5 out of 5 average rating, 58 reviews

Little Rest Studio

Little Rest Studio overlooks 100 acres of conservation land, primarily oak and hickory forest. Recently renovated by the owners and full of personal, handmade touches, this apartment was originally conceived as a temporary ARTIST’S residence and occupies the top story of an English-style BARN otherwise used as a photographer's WORKSHOP. We offer a chance to slow down and meet the season, relax in the warmth of the wood stove or the bath, and be a human in a lovingly handmade retreat.

Top guest favourite
The colonial home is framed by colorful autumn leaves, with warm light glowing from the windows. A blue front door is adorned with a seasonal wreath, while a white dog sits on the leaf-covered ground, providing a charming welcome to guests.
Farm stay in Sprague
5 out of 5 average rating, 50 reviews

Hanover Vineyards

This beautiful colonial home, which sits on 32 acre goat farm, includes 5 spacious bedrooms and 3 updated bathrooms. There is a newly renovated eat-in kitchen plus a large living room with lovely original fireplaces. There are 2 bedrooms on the first floor. The second floor master suite includes a large master bath with claw foot tub and dressing room. Outside there is a screened-in gazebo with a dining table and gas fire table, a patio with a grill, and a large wood fire pit.

Guest favourite
The studio space features a comfortable futon against the wall, accompanied by a small wooden table and a compact kitchenette area. A flat-screen TV is positioned on a black cabinet, with light filtering through sheer curtains on either side of the window.
Flat in Norwich
4.83 out of 5 average rating, 144 reviews

Studio Private Space

Enjoy this recently remodeled one bedroom and living room efficiency located on the 2nd floor. The bathroom is brand new. It’s great for a couple but can also sleep one smaller framed person on the futon. It has all the amenities you will need for your trip. Minutes down the road from Mohegan Sun, 15 min. to Foxwoods, 20 min. to CT beaches and 45 min. to RI beaches Live in privacy away from all the hustle bustle of the casinos with no worries on a private property.

Top guest favourite
Tiny home in East Lyme
4.96 out of 5 average rating, 169 reviews

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

Top guest favourite
A white, one-and-a-half-story home is featured, with a sloped roof and dark shutters. A wooden deck extends from the left side, while the front yard is open and grass-covered. Multiple windows provide natural light, contributing to the overall spacious appearance.
Home in Hampton
5 out of 5 average rating, 55 reviews

Connecticut Country Escape

Forget your worries in this spacious and serene space. Quiet country setting in Hampton, CT. set on almost 5 acres of land. Private walking trails and fishing pond (bring your own fishing gear). Feel one with nature but not far from the local attractions. Less than 3 miles to Wrights Mill and Stonehurst wedding venues. 25 minutes from UCONN and 30 minutes from the casinos. Close to the airline trail for off road biking, hiking and jogging.

Guest favourite
An aerial view captures a charming ranch home surrounded by greenery. The building features a warm red exterior and a stone chimney. Flowering shrubs and trees enhance the inviting landscape, while a stone pathway leads to the front door, inviting guests to explore the property.
Home in Brooklyn
4.89 out of 5 average rating, 28 reviews

Brooklyn Bear’s Den

Charming 2-Bedroom Ranch Retreat on 3 Acres Escape to tranquility at this cozy 2-bedroom, 1.5-bath ranch on a private 3-acre lot. Enjoy a lush backyard oasis surrounded by rhododendrons and nature's sounds, perfect for unwinding. Conveniently located near local shopping, and dining with easy access to Rt 169, Rt 6, and Rt 395. Spacious living make this the ideal peaceful retreat. Book your stay for a memorable escape!

Guest favourite
A spacious barn is situated in a large field, surrounded by greenery. Its two-story structure features a combination of windows and a central door, offering access to the outdoors. Lush grass and various plant life contribute to the serene rural setting.
Guest house in Hampton
4.95 out of 5 average rating, 171 reviews

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

Popular amenities for Canterbury holiday rentals