Vacation rentals in Windsor

4.98 out of 5 average rating, 130 reviews

A tranquil scene showcases a creek reflecting the surrounding greenery. A wooden bridge extends across the water, connecting two areas of the property. The lush tree canopy and subtle earth tones create a serene atmosphere, highlighting the natural beauty of the eco cottage's environment.

Cabin in Bloomfield

Hidden Cozy Waterfront Eco Cabin Nature Sanctuary

Welcome to Otter Falls Inn! Nestled in the trees directly above the brook and hidden off the main road sits our cozy, vintage eco cottage. Just 8 minutes from all major conveniences, our property is a hidden oasis- an urban nature sanctuary where we are restoring native habitat and the waterway. We lovingly restored and updated the cottage to offer a unique, relaxing, romantic getaway where guests can slow down and enjoy connecting to each other and nature in this stylish, eco conscious home.

5 out of 5 average rating, 150 reviews

A light-filled living area features a cozy sofa and elegant chairs arranged around a delicate coffee table. A decorative fireplace serves as a focal point, complemented by soft curtains and a tasteful chandelier. An ornate mirror reflects the natural light streaming through the large windows.

Guest suite in Enfield

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Condo in Downtown Hartford

A cozy living area is highlighted by a stylish rug covering the hardwood floor. Two comfortable chairs are positioned near a coffee table, and a television stands in front of a dark shelving unit. Natural light enters through large windows, illuminating the room.

4.93 out of 5 average rating, 44 reviews

City Centre Crash Pad

Live like a local in this cute, quaint, pre-war building in the downtown business district. No gimmicks, no false advertising, no frills. Just easy living, comfortable beds, and all the amenities you need in a home away from home. Tons of natural light fill the rooms of this spacious unit but at night, blackout curtains (+ sound machines) darken the rooms for deep sleep. This building is One of the most convenient locations to live if you'll be in /around hartford. Great bang for the buck!!

Superhost

A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.

Apartment in Windsor Locks

4.85 out of 5 average rating, 171 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

A spacious living area features high ceilings with exposed beams and wooden flooring. Comfortable seating includes sofas and chairs arranged around a central coffee table. A large television is set against one wall, and plants add a touch of greenery to the room.

4.92 out of 5 average rating, 78 reviews

Island Vibes

Come and enjoy a tranquil stay with an island vibe. This 3 bedroom, 2 bath home will comfortably accommodate up to 8 persons. Large kitchen and living space for everyone. Situated in a quiet suburb on the outskirts of downtown Hartford, it is 12 minutes from Bradley International Airport, 20 minutes from the Basketball Hall of Fame and Springfield Museums Quadrangle. In the region is the Connecticut Science Museum, The Mark Twain House, Wadsworth Atheneum Museum of Art, and much more.

A spacious living area features a large sectional sofa adorned with decorative pillows, offering comfortable seating. Large windows allow natural light to fill the room, highlighting the wooden floor and a coffee table at the center. A warm ambiance is complemented by tasteful artwork on the walls.

4.92 out of 5 average rating, 64 reviews

Quiet Comfy Getaway 3 BDR home

Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

A stone exterior corner of the home presents a covered porch with white railings. The adjacent grassy area leads to a serene river view, where trees surround the water's edge, reflecting the soft light of the sky.

4.97 out of 5 average rating, 60 reviews

Relax By The Water

Take it easy at this unique and tranquil getaway. Just 20 minutes from downtown Hartford, 5 minutes from Bradley airport, and conveniently close to the Loomis Chaffee school, you’ll have our entire two bedroom, two bath riverfront home to enjoy. Take in the views from the expansive balcony, enjoy a meal in the waterside dining room, or work from home in the dedicated office space. Two queen beds and a sleeper sofa sleep six comfortably. Don’t miss it!

A spacious kitchen features wooden cabinetry with glass accents, contrasting with granite countertops. Stainless steel appliances, including a refrigerator and oven, are showcased. Natural light fills the room through a large window above the sink, enhancing the warm colours of the cabinetry and countertop.

4.96 out of 5 average rating, 50 reviews

By The River

Forget your worries in this spacious and peaceful space. Walking distance to a great restaurant. 6 minutes drive to the Bradley Airport, shopping and entertainment. Our guests get free membership to the indoor Tennis and Pickleball in Windsor and Manchester! This location however, is not available to host parties or other group events. This is a very quiet neighborhood. No smoking and no pets, no exceptions. Property has security outdoors cameras.

Guest suite in Bloomfield

The inviting living area features a door leading to the patio, allowing natural light to fill the space. A wall clock and TV are positioned on gray walls, complemented by a coffee table and cozy seating. Views of the green outdoors can be seen through the windows.

4.98 out of 5 average rating, 124 reviews

Guest Suite with Private Entrance & View

Relax at our Guest Suite Apartment with a private walk-out entrance on the lower level of our home. Nestled at the end of a quiet neighborhood road our space is just 15 minutes from Bradley Airport & less than an 8-mile drive from Hartford. Have fun with the local bike path, hiking, wineries, and breweries. Afterward, kick up your feet on the queen mattress or unwind on the patio in our peaceful backyard often visited by deer.

4.96 out of 5 average rating, 210 reviews

A round wooden table is set with woven placemats, featuring a white cup filled with frothy coffee. A tall vase with a vibrant sunflower adds a touch of color, while a small tray with assorted snacks is visible in the background.

Apartment in New Britain

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

4.99 out of 5 average rating, 718 reviews

The exterior of a historic brick house is showcased, featuring a rounded turret and a welcoming front porch. Lush greenery and colorful flower beds surround the entry stairs, which lead to the front door. A small garden area adds to the inviting atmosphere of the home.

Loft in Hartford

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.

4.99 out of 5 average rating, 262 reviews

A bright living area features a dark sofa with multiple cushions, flanked by two patterned chairs. A wooden coffee table is positioned in the center, and a laptop is placed on it. Natural light enters through the two windows, adorned with dark curtains.

Apartment in Enfield

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

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Popular amenities for Windsor vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

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Other great vacation rentals in Windsor

5 out of 5 average rating, 10 reviews

Private room in Windsor

Breakfast is the most important meal of the day!

Private room in Manchester

4.97 out of 5 average rating, 30 reviews

Quiet bedroom/No pets allowed

Private room in West Hartford

A spacious bed is centrally positioned with a soft, white comforter, accompanied by decorative pillows. Natural light filters through sheer curtains, highlighting a green plant beside the window. A wooden dresser and a mirror add to the room's functional design.

4.88 out of 5 average rating, 8 reviews

Authentic Mid-century modern

Private room in Bloomfield

4.83 out of 5 average rating, 6 reviews

Comfy retreat

5 out of 5 average rating, 7 reviews

Private room in Hartford

Queen Bed Wonderful Sleep

Superhost

Private room in West Hartford

4.7 out of 5 average rating, 54 reviews

casa de familia acogedora una zona tranquila