Pet-friendly vacation rentals in Windsor

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Windsor

  • Total vacation rentals

    Explore 20 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at G$6,266 GYD per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Windsor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor rentals

Top-rated pet-friendly home rentals in Windsor

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.
Guesthouse in Portland
4.98 out of 5 average rating, 324 reviews

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Guest favorite
A serene brook meanders through a wooded area, reflecting the clear blue sky above. A wooden deck extends over the water, surrounded by fresh greenery and trees in early spring bloom. The peaceful setting invites relaxation and exploration of nature.
Cabin in Bloomfield
4.96 out of 5 average rating, 151 reviews

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.

Top guest favorite
A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.
Home in East Haddam
4.93 out of 5 average rating, 332 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Superhost
A globe rests on a polished surface, accompanied by a wooden 'Hello!' sign. Sheer curtains filter soft light, creating a bright and welcoming scene. The composition offers a blend of decorative elements that enhance the living space.
Home in South Windsor
4.88 out of 5 average rating, 184 reviews

Spacious 3 Bedroom Ranch With Office

Forget your worries in this spacious and serene space with room for 8. The entire first floor is yours to enjoy and there aren’t any shared spaces. Relax in the backyard or on the porch. 2 full bathrooms are yours to relax and enjoy. There’s a freshly remodeled bathroom in the master bedroom with walk in shower and a bathtub in the 2nd bathroom. Fully stocked kitchen awaits your inspiration. Much shopping awaits you and all the store are within 10 minutes away from you. BDL is 20 minutes away,

Guest favorite
A welcoming exterior features a curved brick pathway leading to a front porch surrounded by neatly trimmed evergreen shrubs. Potted plants add color to the entrance, complemented by decorative hanging baskets. The home presents a classic facade with white columns framing the entrance.
Apartment in Suffield
4.9 out of 5 average rating, 164 reviews

2 BR LR 1BA Private In-Law Suite with Home Theater

Suffield is a quaint New England town with a historic town center. Attractions: Six Flags, MGM Casino, Suffield Academy, Suffield Country Club, Basketball Hall of Fame, etc. 10 minutes from Bradley Airport. This ultra modern in law apartment is newly built (1350 sqft) in our walkout basement. Bright, contemporary, laminate flooring, game room & laundry. Luxury beds. Private entrance. Professionally sanitized for your protection. Complimentary Breakfast at Barista Cafe in Suffield Town Center.

Guest favorite
A cozy studio space features a spacious bed with a light coverlet and decorative pillows. A neutral rug lies beneath, complementing the wooden flooring. Decorative wall art and plants are displayed throughout, while a workspace with a desk and chair is neatly arranged nearby.
Apartment in East Windsor
4.87 out of 5 average rating, 117 reviews

Modern Cozy Studio

Experience the perfect stay in this cozy studio, nestled in the heart of Broad Brook. You'll be conveniently close to local restaurants, the Opera House, and just a short drive from Bradley International Airport, Hartford, CT, and Springfield, MA. Plus, we're pet-friendly! Enjoy direct access to Mill Pond and easy ground-level entry. There are no additional cleaning costs. Your comfort is our priority! As an added bonus, a portion of your stay supports St. Jude Children’s Research Hospital!

Guest favorite
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.
Home in Windsor
4.91 out of 5 average rating, 102 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.

Guest favorite
A cozy living room features a stone fireplace surrounded by purple walls. A wooden table sits at the center, adorned with a decorative bowl. A comfortable sofa and a wooden chair are positioned near the fireplace, complementing the warm ambiance.
Cottage in Windsor
4.9 out of 5 average rating, 214 reviews

In-law apartment in Farmington River Cottage

If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

Top guest favorite
An outdoor deck features a large table surrounded by several comfortable chairs. A gas fire pit is centrally located on the table, and a grill is positioned nearby. Lush greenery can be seen in the background, enhancing the outdoor space.
Home in West Hartford
4.98 out of 5 average rating, 112 reviews

Prime West Hartford Center Location: Historic Gem

Discover the perfect blend of historic charm and modern comfort. Nestled in the heart of West Hartford Center, explore the vibrant Blue Back Square, just a short walk away, offering a variety of shops, restaurants, and entertainment options. The Delamar Hotel is also nearby for added convenience. Step outside onto the expansive deck, complete with a gas fire pit and grill. After each stay, the home undergoes professional cleaning, ensuring a fresh and welcoming experience.

Guest favorite
Tiny home in New Marlborough
4.94 out of 5 average rating, 174 reviews

Bedroom Forest View I Sauna I Fire-pit I Trails

Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Guest favorite
Apartment in Manchester
4.96 out of 5 average rating, 141 reviews

Peaceful Pet-Friendly Retreat Near Hartford and MA

Welcome to your home away from home located steps away from downtown Manchester CT! ✔ Private entrance
✔ 1 comfortable bedroom & full bathroom
✔ Fast Wi-Fi for work and entertainment
✔ In-unit washer & dryer
✔ Complimentary coffee
✔ Pet-friendly accommodations
✔ Backyard access
✔ Quiet, residential setting Conveniently located close enough to major events but in a quaint downtown area making it prefect for short or long term stays.

Guest favorite
Home in West Hartford
4.87 out of 5 average rating, 107 reviews

Home away from home

Enjoy this stylish third-floor apartment with two cozy bedrooms, each featuring a queen bed. The space includes a fully equipped kitchen, modern full bathroom, and a private balcony—perfect for relaxing. Just steps from Joey’s Pizza Pie and Park Lane Pizza, you’ll be in the heart of West Hartford’s best dining. Ideal for work trips or getaways, this apartment offers comfort, convenience, and charm.

Popular amenities for Windsor pet-friendly home rentals