Waterbury vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Waterbury

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

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Guest favorite

Guest suite in New Britain

4.92 out of 5 average rating, 131 reviews

Clean, Quiet and Safe w/Amenities to spare!

This newly renovated in-law apartment (basement) has a private entrance and Ring security protection in the quaint, quiet neighborhood bordering Berlin/New Britain. Come relax, enjoy biking trails, local restaurants and public parks. Renovated with attention to detail, this place has all the comforts of home. Includes two flat screen TVs in bedroom and living room with Fire sticks (cable/movies), two fireplaces and granite vanity & breakfast bar. Working professionals get 10% off long term stays

Nov 3 – 10

G$21,855 GYD per night

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 266 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Aug 6 – 13

G$32,279 GYD per night

Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Aug 20 – 27

G$14,981 GYD per night

Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 200 reviews

Breezy Crest private & restful w/antique charm

Escape to this charming and historic two-story 1841 suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and ski slopes.

Jun 1 – 8

G$35,191 GYD per night

Guest favorite

Guest suite in Wallingford

5.0 out of 5 average rating, 499 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

Aug 12 – 19

G$18,196 GYD per night

Guest favorite

Vacation home in Torrington

4.96 out of 5 average rating, 133 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Mar 23 – 30

G$37,248 GYD per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 3 – 10

G$26,109 GYD per night

Guest favorite

Apartment in Middletown

4.98 out of 5 average rating, 147 reviews

Apartment Near Wesleyan, Downtown, Wedding Venues!

Welcome! We are sure you will enjoy your stay in this centrally located first-floor apartment, which sleeps 5-6 guests! You'll feel at home in this cozy 2-bedroom unit, stocked with everything you would need during your stay. Walking distance away from Main Street and Wesleyan, you'll be able to explore all Middletown and the surrounding area has to offer. Two porches, a fenced-in backyard, and a firepit are all available for your use! Pets are welcome! Any questions? Message us!

Sep 3 – 10

G$26,942 GYD per night

Guest favorite

Home in Bristol

4.93 out of 5 average rating, 113 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Feb 26 – Mar 5

G$29,661 GYD per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Feb 9 – 16

G$26,222 GYD per night

Guest favorite

Loft in Hartford

4.98 out of 5 average rating, 532 reviews

Loft - Queen Anne Row House in a historic district

Hosted by Judy and Greg, our home is close to art, culture, live theater, and restaurants. Our home is also close to major insurance companies, the state capitol and state of Connecticut offices. You’ll love the cozy 3rd floor loft. We also offer off street parking. Garage space is also available as an option. Our home is a perfect destination for couples, solo adventurers, and business travelers.

Mar 22 – 29

G$23,250 GYD per night

Guest favorite

Guest suite in Morris

4.99 out of 5 average rating, 341 reviews

Lakeside Private Guest Suite

Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own private lounging/dining area. Separate entrance and parking space. Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing and just 10 minutes to Washington Depot.

Jan 21 – 28

G$19,527 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Waterbury vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Waterbury's top sights

Walmart3 locals recommend

Waterbury Hospital4 locals recommend

Brass Mill Center9 locals recommend

Costco Wholesale14 locals recommend

Palace Theater17 locals recommend

Maggie McFly's® Middlebury3 locals recommend

Other great vacation rentals in Waterbury

Guest favorite

Condo in Middletown

4.97 out of 5 average rating, 102 reviews

Entire place to yourself Cromwell/Middletown Line

Apr 4 – 11

G$25,057 GYD per night

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 509 reviews

Water front studio apartment with fireplace.

Sep 26 – Oct 3

G$41,877 GYD per night

Guest favorite

Guest suite in Plainville

4.9 out of 5 average rating, 147 reviews

3*bdrm 2*bthrm large livingroom/kitchen area

Feb 10 – 17

G$26,272 GYD per night

Guest favorite

Guesthouse in Glastonbury

4.96 out of 5 average rating, 133 reviews

Unique luxurious private building in historic area

Jul 20 – 27

G$28,461 GYD per night

Guest favorite

Apartment in Waterbury

4.98 out of 5 average rating, 66 reviews

Everything you need! Apartment!

Mar 2 – 9

G$24,029 GYD per night

Guest favorite

Apartment in Middlebury

4.98 out of 5 average rating, 64 reviews

Cozy Apartment with Water View of Brook

Oct 4 – 11

G$22,688 GYD per night

Guest favorite

Guest suite in Wolcott

5.0 out of 5 average rating, 14 reviews

Modern cozy, pet friendly

Jun 26 – Jul 3

G$25,665 GYD per night

Guest favorite

Guest suite in Waterbury

4.91 out of 5 average rating, 66 reviews

Private cozy getaway

May 31 – Jun 7

G$22,305 GYD per night

Show all

Other great vacation rentals in Waterbury

Guest favorite

Guest suite in Cheshire

4.94 out of 5 average rating, 32 reviews

Cozy & Private Studio Suite

Sep 17 – 24

G$18,991 GYD per night

Guest favorite

Apartment in New Britain

4.95 out of 5 average rating, 92 reviews

Spacious Cozy Guest Suite

Jan 17 – 24

G$20,116 GYD per night

Guest favorite

Guest suite in Plymouth

5.0 out of 5 average rating, 21 reviews

Secluded | Cozy | Nature

Dec 5 – 12

G$20,526 GYD per night

Guest favorite

Home in Southbury

5.0 out of 5 average rating, 57 reviews

The Cottage at Cedar Spring Farm

May 10 – 17

G$33,510 GYD per night

Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 65 reviews

Cottage with a Waterfall View

Sep 26 – Oct 3

G$22,687 GYD per night

Guest favorite

Farm stay in Glastonbury

5.0 out of 5 average rating, 54 reviews

Historic Farmhouse by the River (Duplex)

Jan 8 – 15

G$26,575 GYD per night

Guest favorite

Apartment in Meriden

4.94 out of 5 average rating, 49 reviews

Meriden Metro| Cozy Studio|Pool and Gym

May 6 – 13

G$21,388 GYD per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 91 reviews

Artist's Garden Apartment

Sep 22 – 29

G$27,997 GYD per night

Show all

Quick stats about vacation rentals in Waterbury

Total rentals
110 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
G$6,253 GYD before taxes and fees

Frequently Asked Questions

Where should I stay in Waterbury?
Make yourself at home in Waterbury by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Pierpont Road, over 90 vacation rentals in Mill Plain, and over 90 vacation rentals in East Mountian.
Are there pet-friendly vacation rentals in Waterbury?
Four-legged friends are welcome in Waterbury. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Waterbury?
Yes! Work meets play with ease at over 50 vacation rentals in Waterbury featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Waterbury have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Waterbury. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Waterbury?
Waterbury has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Waterbury have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Waterbury. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Waterbury?
Experience the best of Waterbury with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Waterbury?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with air conditioning, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Waterbury vacation rentals

Top-rated vacation rentals in Waterbury

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Waterbury vacation rentals

Stay near Waterbury's top sights

Other great vacation rentals in Waterbury

Condo in Middletown

Apartment in Milford

Guest suite in Plainville

Guesthouse in Glastonbury

Apartment in Waterbury

Apartment in Middlebury

Guest suite in Wolcott

Guest suite in Waterbury

Other great vacation rentals in Waterbury

Guest suite in Cheshire

Apartment in New Britain

Guest suite in Plymouth

Home in Southbury

Guesthouse in Sharon

Farm stay in Glastonbury

Apartment in Meriden

Apartment in Litchfield

Quick stats about vacation rentals in Waterbury

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in Waterbury?

Are there pet-friendly vacation rentals in Waterbury?

Are there vacation rentals with a dedicated workspace in Waterbury?

Do apartment rentals in Waterbury have wifi?

Are there family-friendly apartment rentals in Waterbury?

Do apartment rentals in Waterbury have air conditioning?

How much does it cost to stay in house rentals in Waterbury?

What are the most popular amenities for House Rentals in Waterbury?

Destinations to explore