
Holiday rentals with outdoor seating in Old Saybrook
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Old Saybrook
Guests agree: these rentals with outdoor seating 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.

Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

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.

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.

Beachfront Paradise
Beautiful beachfront home available weekly in season (6/21/25-9/6/25) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Beautiful View Cottage
Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.

Cozy Comforts!
Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

Lovely Garden-Level Apartment in Heart of Town
This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

Private apartment in the heart of Old Lyme village
This rare village gem is located in the heart of historic Old Lyme, CT. The freshly renovated two bedroom apartment with private entry is a quick walk to the historic arts community, a block from the river for exploring and a quick ride to lake or beach. The property features various flower and vegetable gardens with a stunning pergola and patio for outdoor dining. Conveniently located off I-95 to access nearby quaint New England waterside towns, shops and 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.

Best of both worlds!
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!
Popular amenities for outdoor seating rentals in Old Saybrook
House rentals with outdoor seating

Stunning Artisan Waterfall Escape, Walk Downtown

Lux 4BR Private Indoor Heated Pool - Mystic Home

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Clean & quiet 2 bedroom w/office-dog friendly

Silver House: 3BR Home with Private Beach Access

Sunrise Beach Cottage

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC

Steps to Beach! *Cozy Cottage* Pet Friendly
Apartment rentals with outdoor seating

studio apartment water forest retreat

The Whaler’s Loft · Ocean Beach, Mystic & USCGA

Downtown Mystic, Private Deluxe 2BR + Parking - 4B

The Millhouse Downtown Chester

Retreat in New Haven by Stephanie and Damian

Spacious Cozy Guest Suite

Sag Harbor / Noyack Pad - private STUDIO apartment

Luxury Apt with Parking and Gym | Downtown at Yale
Apartment rentals with outdoor seating

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

Montauk Waterfront Condo w/ Sunset Views

The Vacay Villa

Peaceful Oasis steps from Mohegan Sun

Waterfront Autumn Escape in Wine Country: 2BR

Beachside Waterview 2Br Condo w/ Pool in Greenport

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $327 SGD | $329 SGD | $327 SGD | $362 SGD | $395 SGD | $432 SGD | $438 SGD | $456 SGD | $399 SGD | $340 SGD | $340 SGD | $325 SGD |
| 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 holiday rentals with outdoor seating in Old Saybrook

Total holiday rentals
Explore 80 holiday rentals in Old Saybrook

Nightly prices starting at
Old Saybrook holiday rentals start at $144 SGD per night before taxes and fees

Verified guest reviews
Over 3,140 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Old Saybrook holiday rentals include wifi 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 Old Saybrook
- Rentals with a patio Old Saybrook
- Rentals with a fireplace Old Saybrook
- Family-friendly rentals Old Saybrook
- Rentals with a firepit Old Saybrook
- House rentals Old Saybrook
- Beach house rentals Old Saybrook
- Waterfront rentals Old Saybrook
- Rentals with a washing machine and dryer Old Saybrook
- Rentals with beach access Old Saybrook
- Cottage rentals Old Saybrook
- Beachfront rentals Old Saybrook
- Rentals with outdoor seating Connecticut
- Rentals with outdoor seating 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
- Cedar Beach
- Napeague Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Jennings Beach
- Sandy Beach
- Wildemere Beach
- Amagansett Beach
- Ninigret Beach
- Seaside Beach