
House holiday 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.

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

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!

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

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC
INSTANT BOOK: Nov 2025 - Jan 2027 = All Dates Open Availability Christmas + New Years ALL SUMMER '2026: June + July + Aug Available Steps away from CT Shoreline in back of beach house Amazing Views - Waterfront Both Balcony (year round) & Boardwalk Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discount applied to nightly rate only *we can not combine multiple discounts, yet highest % applies *if available, apply 10% non-refundable booking option

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.

Stunning Artisan Waterfall Escape, Walk Downtown
Rated one of the top 70 airbnb's near NYC on the online mag "Curbed". Featured on EarthxTV "House of What" series. Over 10 years of craftsmanship went into creating a work of art using more than 80% recycled materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the fire place.

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.

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

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

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!

The Sandpiper
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).

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.
Popular amenities for house rentals in Old Saybrook
House rentals with a pool

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

Modern East Hampton Home w/ Heated Saltwater Pool

Lux 4BR Private Indoor Heated Pool - Mystic Home

Amazing Home close to Everything -

1800 Historical EH Home, 1 Mile to Town!

Secluded Farmhouse - Studio Apartment Style Unit

Explore the Water & Woods at a Relaxing Retreat

Large heated pool, games room, near private beach
Weekly house rentals

Niantic Retreat Near Beach & Boardwalk

Adorable Beach House on LI Sound

Beachside Bliss w/ Game Room, Gym & Golf Green

Cornfield Point Beach House View

Romantic Couples Retreat with Private Sandy Beach

Four Season Retreat - White Sand Beach Old Lyme Ct

Addison's Oasis

Niantic Nook: Cozy Retreat Near Niantic Beaches
Private house rentals

Plant Lovers Paradise

Waterfront NoFo Cottage w/ public beach access

Newly renovated CT shoreline home next to Marinas

The Beach House (Costa Casa Pelo Mar)

Adorable Beach Cottage - Private Beach Association

Coastal Getaway - walk to town and waterfront

Mulberry Seaside Cottage

Waterfront Oasis 4Bdr/2b
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $391 SGD | $369 SGD | $380 SGD | $394 SGD | $445 SGD | $513 SGD | $490 SGD | $507 SGD | $432 SGD | $400 SGD | $383 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 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 $130 SGD 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 & child-friendly amenities 
 - Pet-friendly holiday rentals- Find 30 rentals that welcome pets 
 - Rentals with dedicated workspaces- 40 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! 
Destinations to explore
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- Beachfront rentals Old Saybrook
- Rentals with beach access Old Saybrook
- Cottage rentals Old Saybrook
- Rentals with outdoor seating Old Saybrook
- Family-friendly rentals Old Saybrook
- Pet-friendly rentals Old Saybrook
- Rentals with a fireplace Old Saybrook
- Rentals with a washing machine and dryer Old Saybrook
- Rentals with a firepit Old Saybrook
- Beach house rentals Old Saybrook
- Rentals with a patio Old Saybrook
- Waterfront rentals Old Saybrook
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