
House holiday rentals in Old Saybrook
Find and book unique houses on Airbnb
Quick stats about house rentals in Old Saybrook

Total holiday rentals
Explore 90 holiday rentals in Old Saybrook

Nightly prices starting at
Old Saybrook holiday rentals start at $175 NZD per night before taxes and fees

Verified guest reviews
Over 2,580 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Old Saybrook holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Old Saybrook rentals

4.9 Average rating
Old Saybrook stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Old Saybrook
Guests agree: These houses are highly rated for location, cleanliness and more.

Beachfront Paradise
Beautiful beachfront home available weekly in season third week of June through Labor Day) 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, 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.
4.97 out of 5 average rating, 227 reviews
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!
4.98 out of 5 average rating, 173 reviews
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
4.97 out of 5 average rating, 146 reviews
The Beach House (Costa Casa Pelo Mar)
Great accommodations for families or large groups of friends. Amazing amenities and beach location. Family friendly home in a private beach community, in Niantic, CT. Parking pass included, to walk/park steps away from our private beach & walk into Rocky Neck State Park. A short drive to downtown Niantic, great restaurants, Foxwoods & Mohegan Casinos, Shopping (Niantic, Westbrook Outlets, Clinton Crossing), Mystic Aquarium and Seaport, Garde Arts Center, The Kate & SE CT Children's Museum
4.98 out of 5 average rating, 118 reviews
Steps to Beach! *Cozy Cottage* Pet Friendly
Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.
4.93 out of 5 average rating, 107 reviews
Walk to the beach at Black Point, Niantic, Ct
Black Point beach home (5th house from water) within walking distance of three beaches. Open floor plan with three levels. Ping Pong room on lower level. Living room, dining room, sitting area, and kitchen on mid level. Three bedrooms & 2 full bath on top level. WI-Fi, linens, coffee, water provided. Fenced in back yard with gas grill. Close to casinos, charter fishing, Essex steam train, Mystic Aquarium & Seaport, and Newport (1 Hr). Walk Niantic Bay Boardwalk or Old Black Point.
4.98 out of 5 average rating, 171 reviews
Waterfront Oasis 4Bdr/2b
Direct oceanfront - pure paradise at the beach! Spectacular views of Long Island Sound with a large, partially covered, patio and private steps to the water/sand. Master bedroom with a wall of windows facing the water...wake up each morning to magnificent views. A slider to the waterside patio connects indoor and outdoor living. Dine alfresco, listen to the sound of the waves,watch the sunset - it is truly magnificent as the sun fades into the horizon and the sky illuminates with color.
5.0 out of 5 average rating, 18 reviews
Waterside Beach Retreat
Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.
4.96 out of 5 average rating, 227 reviews
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook! Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.
5.0 out of 5 average rating, 103 reviews
Ideal Historic Home in Essex Village
Welcome to village life in the heart of Essex Village. This is the longest running and most visited vacation rental home on Main St in Essex, CT. Chosen as the best small town in America by Norman Crampton in his book, The 100 Best Small Towns in America. Essex also appears in 1000 Places to Visit Before You Die. Located on the Connecticut River, this friendly New England community has been welcoming travelers since before the American Revolution.
4.97 out of 5 average rating, 101 reviews
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON
INSTANT BOOK: Sept '26 - End Sept '27 SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option
4.93 out of 5 average rating, 145 reviews
Zion's Light Beach Cottage
YEAR ROUND BEACH HOUSE. ALL AIRBNB FEES INCLUDED IN RATE! Unwind and make memories at Zion’s Light Beach Cottage. Westbrook, CT. Private beach association. This 2 bed, 1 bath has been designed with coastal comfort in mind. Open concept. Modern and fully equipped. Lux bedding. Dine in or patio style. Gas grill. Outdoor shower. All within a 3 minute walk to the beach. Heading out? The CT Shoreline has plenty to do. Check out our guidebook!
4.89 out of 5 average rating, 101 reviewsPopular amenities for Old Saybrook house rentals
House rentals with a pool

Modern farmhouse w/ pool, beach, horses and winery
4.93 out of 5 average rating, 138 reviews
Casino Wine Down House w/Pool, Game Room, Big Deck
4.92 out of 5 average rating, 333 reviews
Breathtaking home with unforgettable views & pool!
4.92 out of 5 average rating, 134 reviews
Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
4.91 out of 5 average rating, 262 reviews
Beauty and the Beach!
4.89 out of 5 average rating, 175 reviews
Heated Indoor Pool • 4 King Beds • Walk Downtown
4.99 out of 5 average rating, 146 reviews
Walk to Casino with POOL+HOT TUB
4.88 out of 5 average rating, 260 reviews
Sprawling Hamptons Estate with Hot Tub & Amenities
4.78 out of 5 average rating, 146 reviewsWeekly house rentals

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
4.84 out of 5 average rating, 87 reviews
The Saybrook Point Bungalow, Stroll to Downtown
4.97 out of 5 average rating, 30 reviews
Seas the Day at the CT Shoreline
4.89 out of 5 average rating, 36 reviews
Water Views and Walk to Beach
4.93 out of 5 average rating, 68 reviews
Coastal 3BR w/ Double Living Areas | Beach Access
4.8 out of 5 average rating, 5 reviews
Sunrise Beach Cottage
5.0 out of 5 average rating, 42 reviews
Chester Gingerbread House: Stroll to Village
5.0 out of 5 average rating, 47 reviews
The Connecticut Cottage | Historic Modern Charm
4.97 out of 5 average rating, 31 reviewsPrivate house rentals

Water View Mid Century Home in Essex CT, 4 Kayaks
5.0 out of 5 average rating, 32 reviews
Sea Salt Air Changes Everything
4.98 out of 5 average rating, 83 reviews
3BR Updated Cottage w/ Pool in Old Saybrook
4.97 out of 5 average rating, 78 reviews
Secret Seaside Stone Cottage
4.98 out of 5 average rating, 62 reviews
Captain Clark Historic Homestead Spacious Retreat
4.79 out of 5 average rating, 184 reviews
Quarry House: Mid-Century Modern
5.0 out of 5 average rating, 25 reviews
Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year
4.78 out of 5 average rating, 36 reviews
Cozy beach side home Chalker Beach Old Saybrook
5.0 out of 5 average rating, 11 reviewsWhen is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $556 NZD | $489 NZD | $538 NZD | $570 NZD | $673 NZD | $719 NZD | $691 NZD | $691 NZD | $610 NZD | $568 NZD | $523 NZD | $524 NZD |
| 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 |
Destinations to explore
- Beachfront rentals Old Saybrook
- Waterfront rentals Old Saybrook
- Rentals with beach access Old Saybrook
- Cottage rentals Old Saybrook
- Beach house rentals Old Saybrook
- Family-friendly rentals Old Saybrook
- Pet-friendly rentals Old Saybrook
- Rentals with a kayak Old Saybrook
- House rentals Connecticut
- House rentals United States
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- University of Connecticut
- University of Rhode Island
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Ski Sundown
- Meschutt Beach
- Orient Beach State Park
- Ditch Plains Beach
- Wesleyan University





