
Pet-friendly vacation rentals in Old Saybrook
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Old Saybrook
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

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.

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.

Unique apartment in former art gallery.
The apartment is private and in a separate wing of a converted factory complex which includes an owner occupied building and artist studio in a quiet residential neighborhood. One bedroom on the ground floor with full bath nearby. The other bedroom is in the loft with queen bed with a daybed in the sitting area for two extra guests. We gladly welcome clean, well behaved pets. ($50 pet fee) Pet sitting and dog walking available for an additional fee. On site babysitting also available.

Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Salty Breeze - Waterfront Cottage on the Cove
Enjoy your stay in this peaceful waterfront cottage. After the day relax on the 3 season screened- in porch or climate controlled sunroom watching the winter waterfowl on the wintery cove or relax in the backyard next to the fire pit with hot coco. Walking distance to Ocean Beach Park, Waterford Town Beach. Within 30 minutes of Niantic, downtown Mystic, Ferry's to Block, Fisher's and Long Islands, by museums, the Nautilus, Mohegan and Foxwoods Casinos, tons of great restaurants

River Barn, Sidewalk Stroll into Essex Village
The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Town's End Farm
Finished 1,000+ sq. ft. private 1 bdr apartment with closet, kitchen, bath, dining/living area, workspace, w/ garden in 100+ year old carriage stable. W/in stone's throw of Congregational and Catholic churches - great for weddings. Close to shore, Connecticut River, Florence Griswold Art Museum. Easy access to I-95. Secluded getaway in the heart of quaint New England town. Owner occupies separate living quarters.

Your Nest Near The Beach
Welcome to A Shore Thing, a retro modern beach cottage. This bright and cheerful escape is perfectly located for exploring the shoreline. Whether you are visiting in the summer for sun, surf and sand or in the quieter off-season, you will find the shoreline is packed with an incredible array of inviting destinations. The cottage is just 3/4 of a mile from the beautiful private sandy beach.

Luxury Tiny Home Near Rocky Neck
Home away from home at our chic hideaway! Create a culinary masterpiece in the fully-appointed kitchen. Pamper yourself with heated floors in the bathroom, outdoor fire pit and heater. An elevated platform perfect for camping or yoga. Nestled just minutes from the picturesque Rocky Neck and McCooks beach, this is the ultimate small family romantic retreat or solo experience!

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!
Popular amenities for Old Saybrook pet-friendly home rentals
Pet-friendly house rentals

4 BD w/ Heated Pool in E Hampton, Fully Furnished

The Dragon Fly Garden

The Sandpiper

Simple Cottage l 5 minutes to beach + restaurants

Comfortable home away from home- near everything

The ARLO - Walk to Brewery & Restaurants

Sag Harbor Village Cottage with Pool

mid century home on farmland
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

East Hampton Village Fringe, Renovated with Pool

Beautiful Airy Barn in Springs

Affordable In-Law Apartment in Brooklyn, CT

1800 Historical EH Home, 1 Mile to Town, Hot Tub!

Secluded Farmhouse - Studio Apartment Style Unit

Port Jefferson Convenient, Cozy and Chic!

Montauk Oceanview
Private, pet-friendly home rentals

Plant Lovers Paradise

Welcome to The Holly at Amston Lake

Salt House

Lakeside Getaway Tiny House

Serene Waterfront Cottage

The Little Red Schoolhouse ~ Circa 1877

Luxury Driftwood Cottage @ Saybrook Point

Starboard on Fort Pond in Montauk, New York
When is the best time to visit Old Saybrook?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
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Avg. price | ﺩ.ﺇ1,105 | ﺩ.ﺇ1,127 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,164 | ﺩ.ﺇ1,091 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,385 | ﺩ.ﺇ1,429 | ﺩ.ﺇ1,186 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,153 |
Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about vacation rentals that are pet-friendly in Old Saybrook
Total vacation rentals
Explore 40 vacation rentals in Old Saybrook
Nightly prices starting at
Old Saybrook vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees
Verified guest reviews
Over 1,850 verified reviews to help you choose
Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 of Old Saybrook vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Saybrook rentals
4.9 Average rating
Old Saybrook stays are highly rated by guests—averaging 4.9 out of 5!
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- Pet-friendly rentals Connecticut
- Pet-friendly rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Napeague Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Woodmont Beach
- Jennings Beach
- Sandy Beach
- Wildemere Beach
- Ninigret Beach
- Seaside Beach
- Outer Beach at Smith Point County Park