
House vacation rentals in Old Saybrook
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Top-rated house rentals in Old Saybrook
Guests agree: these houses 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!

Amazing Home close to Everything -
Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grounds are smoke-free.

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.

Beachfront Paradise
Beautiful beachfront home available weekly in season (6/20/26-9/5/26) 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.

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

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!

Aqua Vista
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON
INSTANT BOOK: Apr 2026 - Jan 2027 = All Open Availability SUMMER 2026: June + July + Aug 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

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!

Modern Farmhouse with Hot Tub in Old Lyme, CT
Originally built in 1856 this farmhouse has been lovingly restored with stylish and modern amenities for a perfect vacation getaway. Nestled in the heart of downtown, historic Old Lyme the property is convenient to shops, restaurants and local shoreline activities including water sports and hiking.

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.
Popular amenities for Old Saybrook house rentals
House rentals with a pool

Casino Wine Down House with Winter Igloo

3 BR/Pool. Walk to Beach & Town!

Modern East Hampton Home w/ Heated Saltwater Pool

FREE Private Indoor Heated Pool - Mystic Home

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

Secluded Farmhouse - Studio Apartment Style Unit

Modern farmhouse w/ pool, beach, horses and winery
Weekly house rentals

The Bay Cottage · Rocky Neck Park, Beach & Niantic

Seas the Day at the CT Shoreline

The Beach House (Costa Casa Pelo Mar)

Water Views and Walk to Beach

Addison's Oasis

Waterfront Oasis 4Bdr/2b

Lake House - Unit B

The Doll House
Private house rentals

Adorable Beach House on LI Sound

SeaStar Beach House

Tinker Gardens

Newly renovated CT shoreline home next to Marinas

Four Season Retreat - White Sand Beach Old Lyme Ct

Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year

Stylish Retreat Waterviews

Red Bird Waterfront Home. Dock available extra!
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,105 | ﺩ.ﺇ1,043 | ﺩ.ﺇ1,072 | ﺩ.ﺇ1,113 | ﺩ.ﺇ1,256 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,282 | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,098 | ﺩ.ﺇ1,102 |
| 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 house rentals in Old Saybrook

Total vacation rentals
Explore 90 vacation rentals in Old Saybrook

Nightly prices starting at
Old Saybrook vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 2,440 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 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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- Family-friendly rentals Old Saybrook
- Rentals with a patio Old Saybrook
- Rentals with outdoor seating Old Saybrook
- Beachfront rentals Old Saybrook
- Rentals with a fire pit Old Saybrook
- Cottage rentals Old Saybrook
- Rentals with a fireplace Old Saybrook
- Rentals with a washer and dryer Old Saybrook
- Waterfront rentals Old Saybrook
- Rentals with beach access Old Saybrook
- Pet-friendly rentals Old Saybrook
- Beach house rentals Old Saybrook
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