Find short term rentals in Old Saybrook, CT at the best prices
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Best Short term and Weekly rentals in Old Saybrook, CT
Old Saybrook, CT
02/08 – 07/08
$867/nighttotal: $4335 (5 )
Cozy 2-bedroom Cape In Saybrook Center
1 4
apartment , Old Saybrook
This Old Saybrook Cape Cod-style house, situated on a quiet street within walking distance of local restaurants, shops, and a park, is approximately 3.2 kilometres from two beaches and a short drive from the Saybrook Point Resort & Spa. This two-bedroom, two-bathroom property offers guests a finished basement, large backyard ideal for outdoor activities, and sleeps up to six, with amenities including Wi-Fi, air conditioning, parking, a fitness centre, and seasonal access to bikes and paddleboards.
Old Saybrook, CT
03/07 – 06/07
$864/nighttotal: $2592 (3 )
1st Floor Westbrook Anchor | 2 Queen Beds | Ev Charger | Near Beach
2 4
apartment , Westbrook
This ground-floor flat in Westbrook Centre offers convenient access, being a 4-minute drive from West Beach and less than 1 kilometre from Westbrook Outlets. This 50 square metre apartment sleeps up to four guests and features two bedrooms, one bathroom, a kitchen with a dishwasher, air conditioning, and dedicated parking, serving as an ideal base for exploring the shoreline.
10 5 reviews
Old Saybrook, CT
03/07 – 06/07
$454/nighttotal: $1362 (3 )
Coastal Westbrook Loft Vaulted Ceilings & Lvl 2 Ev
1 4
apartment , Westbrook
This Westbrook flat offers Mystic Harbor views and is conveniently located within 800 metres of Mystic Amtrak and 1.2 kilometres from historic downtown Mystic. This family-friendly one-bedroom flat accommodates up to four guests and features a fully equipped kitchen, air conditioning, Wi-Fi, and on-site electric vehicle charging.
Old Saybrook, CT
02/08 – 07/08
$532/nighttotal: $2660 (5 )
Private 2nd-floor Apt | 4 Mins To Beach | Ev Charger & Parking Included
1 4
apartment , Westbrook
This Westbrook flat is centrally located in Westbrook Centre, a four-minute drive from West Beach and less than 1 kilometre from the Westbrook Outlets. This one-bedroom, 50-square-metre flat accommodates up to four guests and features a Level 2 EV charger, off-street parking, air conditioning, a kitchen with a fridge, microwave, and dishwasher, and a spacious living area with a 55-inch television.
9.1 38 reviews
Old Saybrook, CT
03/07 – 06/07
$629/nighttotal: $1887 (3 )
Peace Barn In The Heart Of The Ct River Valley
5 4
apartment , Deep River
The Peace Barn is a charming, rustic retreat located in Deep River, Connecticut, just a short distance from the Connecticut River and local state parks. This studio apartment is highly rated for its location, cleanliness, and overall experience, with guests consistently praising its peaceful atmosphere. This self-catering property can accommodate up to 8 guests, offering a comfortable and spacious living area with a fully equipped kitchen. Guests can enjoy a range of amenities, including Wi-Fi, a TV for DVDs, and a private garden with hiking trails, a camping area, and a gazebo.
9.6 15 reviews
Old Saybrook, CT
03/07 – 06/07
$828/nighttotal: $2484 (3 )
Waterfront Goodspeed Airport 2-bedroom House With Ac, Wifi
2 4
apartment , East Haddam
This East Haddam waterfront property is situated directly on the Connecticut River, adjacent to Goodspeed Airport and within walking distance of the Goodspeed Opera House. The two-bedroom, two-bathroom house sleeps six guests and offers amenities including kayaks, Starlink Wi-Fi, and a garden, plus proximity to Machimoodus State Park and the Essex Steam Train.
10 67 reviews
Old Saybrook, CT
02/08 – 07/08
$978/nighttotal: $4890 (5 )
3br Updated Cottage W/ Pool In Old Saybrook
1 4
apartment , Westbrook
This charming cottage is located in Old Saybrook, Connecticut, just a short drive from multiple beaches and the charming towns of Old Saybrook and Mystic. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The cottage offers three bedrooms and one bathroom, comfortably accommodating up to six guests. The property features a private garden, a swimming pool, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Old Saybrook, CT
03/07 – 06/07
$2678/nighttotal: $8034 (3 )
Beachfront Home. Enjoyable The Blue Mermaid 3-bedroom House With Ac In Welc.
3 4
apartment , Clinton
This three-bedroom flat in Clinton offers direct ocean views and is situated 2.5 kilometres from Meigs Point Nature Centre and Hammonasset Beach State Park. This property accommodates up to six guests with three bedrooms, each containing a queen bed, and features three bathrooms, air conditioning, and Wi-Fi, making it ideal for families visiting Clinton.
Old Saybrook, CT
02/08 – 07/08
$559/nighttotal: $2795 (5 )
Peace Barn
1 4
apartment , Deep River
This Deep River farm, perfect for families, offers five bedrooms, two bathrooms, and sleeps eight guests; further details regarding its precise location within Deep River are needed to specify proximity to local attractions. The property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, Wi-Fi, parking, and a garden, ensuring a comfortable stay.
9.2 31 reviews
Old Saybrook, CT
02/08 – 07/08
$423/nighttotal: $2115 (5 )
Woodsy Retreat With Fire Pit
1 4
apartment , Westbrook
This apartment is located just a few kilometres from Westbrook Town Beach and offers a tranquil escape from city life, situated in a peaceful setting close to the Connecticut shoreline. It has consistently received excellent ratings for its cleanliness, location and overall user experience. The property has two bedrooms and two bathrooms, comfortably accommodating up to five guests. Enjoy a range of amenities, including a private patio with a fire pit, access to a pool and jacuzzi, a fenced-in yard, and an Italian pizza oven, along with optional add-ons like a Mercedes Sprinter Limo van, bird watching tours, and Champagne & chocolate tastings.
9.8 11 reviews
Old Saybrook, CT
02/08 – 07/08
$566/nighttotal: $2830 (5 )
Middle Beach House 3 Min Walk
1 4
apartment , Westbrook
This Westbrook house, situated within the Private Middle Beach Association, enjoys a prime location a 0.5km stroll from Julie's Cup of Joe coffee shop and Westbrook beach. The fully renovated property offers a spacious open-plan layout sleeping six guests, boasting two bedrooms, one bathroom, a modern kitchen with fridge-freezer, air conditioning, a garden, parking, and beach essentials (chairs, wagon, toys) stored in a dedicated shed; outdoor amenities include a fire pit, patio, and outdoor shower.
10 5 reviews
Old Saybrook, CT
02/08 – 07/08
$1657/nighttotal: $8285 (5 )
Bird Bliss. Our Waterview Home &Deep Water Dock.
1 4
apartment , Old Saybrook
This Old Saybrook apartment, near the beach with private dock access, offers convenient proximity to Old Saybrook's attractions. Sleeping up to six guests, this three-bedroom, three-bathroom dwelling boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, internet access, and pet-friendly accommodation.
Best family friendly Old Saybrook, CT Short term rentals
Among the 128 accommodations in Old Saybrook, CT, here are the 4 best family friendly rentals
9.6 176 reviews
Old Saybrook, CT
02/08 – 07/08
$1118/nighttotal: $5590 (5 )
Historic Homestead For Gatherings & Large Events
5 4
apartment , Old Saybrook
This historic home is located in Old Saybrook, Connecticut, just a short distance from the sandy beaches of Long Island Sound and within easy reach of the charming town centre. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The five-bedroom property can sleep up to 14 guests, making it ideal for large families or groups of friends. This spacious accommodation offers a range of amenities including a fully equipped kitchen, a charming garden, and outdoor dining areas, making it perfect for relaxing and entertaining.
10 18 reviews
Old Saybrook, CT
02/08 – 07/08
$1308/nighttotal: $6540 (5 )
Relax And Refresh At The Mill-on-sill
1 4
apartment , Old Lyme
This Old Lyme mill, situated directly on a dam overlooking Upper Mill Pond, offers unique views and proximity to Old Lyme's other attractions. The property, a renovated granite building, sleeps ten guests across four bedrooms and three bathrooms, and includes a kitchen, fitness centre, and access to the surrounding grounds.
10 1 review
Old Saybrook, CT
03/07 – 06/07
$2180/nighttotal: $6540 (3 )
Old Saybrook Waterfront Luxury Cornfld Point
1 4
apartment , Old Saybrook
This luxurious waterfront house in Old Saybrook, Connecticut, boasts breathtaking Long Island Sound sunset views and is conveniently located near Old Saybrook's town centre and beaches, though precise distances aren't specified. Sleeping up to ten guests in five bedrooms with three bathrooms and a gourmet kitchen including a dishwasher, this property offers a Walpole outdoor shower, air conditioning, a garden, and internet access, plus weekly cleaning and all linens provided.
9.8 138 reviews
Old Saybrook, CT
02/08 – 07/08
$1242/nighttotal: $6210 (5 )
Authentic 1795 Historic Homestead W/ Private Grounds For Gatherings And Retreats
5 4
apartment , Old Saybrook
This five-bedroom home is situated in the Saybrook Manor neighbourhood of Old Saybrook, a short drive from the Boston Post Road and close to beaches, restaurants, casinos, and attractions. It has received excellent user ratings. The apartment spans 325 square metres and comfortably accommodates up to 14 guests. It features a fully equipped kitchen, a spacious garden, a spa, a terrace, and parking.
Best Old Saybrook, CT lodging with a balcony
Old Saybrook, CT
02/08 – 07/08
$576/nighttotal: $2880 (5 )
The Nest At Black Hall
1 4
apartment , Old Lyme
This Old Lyme studio apartment is situated on the waterfront, 0.5 kilometers from the Florence Griswold Museum and the Connecticut Valley Railroad State Park Trail, and adjacent to a golf course. This 88 square meter flat offers accommodation for up to four guests with air conditioning, internet, and a terrace, providing direct access to waterfront activities like kayaking and scuba diving.
Frequently Asked Questions about short term rentals in Old Saybrook, CT
What are the best short term rentals in Old Saybrook, CT?
The Crows Nest is located in the heart of downtown Essex, just a short walk from the Connecticut River Museum, the Steam Train, and a park, making it ideal for exploring the town's attractions and enjoying its charming atmosphere. This 4-person holiday home boasts two bathrooms, a kitchen, and parking, ensuring a comfortable and convenient stay. Guests can also enjoy the benefits of free Wi-Fi and the option of bringing their pets along.
Old Saybrook, CT
03/07 – 06/07
$593/nighttotal: $1779 (3 )
Gorgeous Lake Front Retreat! July Swimming & Sauna
1 4
apartment , Old Lyme
This lakefront flat in Old Lyme provides direct water access and views, located a short drive from the village and coastal attractions. This accommodation for six guests features two bathrooms, a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, a sauna, private boat and swimming dock, and three kayaks for lake exploration, with the host available for local recommendations.
Old Saybrook, CT
03/07 – 06/07
$1342/nighttotal: $4026 (3 )
Old Lyme Pet Friendly Escape | Griswold Preserve + Beach Pass + Fireplace
3 4
apartment , Old Lyme
This Old Lyme dwelling is situated less than 1.6 kilometres from the village district and its galleries, backing onto a farm and the Griswold Preserve with walking trails. This 164 square metre residence accommodates up to six guests across three bedrooms, featuring a wood-burning fireplace, a fully equipped kitchen with a gas grill, and laundry facilities, with a garden and parking provided.
10 4 reviews
Old Saybrook, CT
02/08 – 07/08
$973/nighttotal: $4865 (5 )
Modern Luxury Meets Antique Elegance.
1 4
apartment , Essex
This luxurious Essex house, located in the historic Essex village, is within walking distance of restaurants, shops, and the Connecticut River Museum. Sleeping six guests across three bedrooms and two bathrooms, this tastefully remodelled period property boasts a high-end kitchen with Wolf stove and marble counters, two gas fireplaces, a private garden with hydrangeas, and parking; nearby attractions include hiking trails and the Connecticut River.
Best Old Saybrook, CT lodging with laundry available
10 12 reviews
Old Saybrook, CT
02/08 – 07/08
$426/nighttotal: $2130 (5 )
Quintessential Essex. Steps From The Steam Train!
1 4
apartment , Essex
This two-bedroom flat is situated in central Essex, offering convenient access to local eateries such as Sayulitas and the Cheese Shop of Centerbrook, with Essex Village, Ivoryton Playhouse, and the CT Shoreline less than 3 kilometres away. This apartment accommodates up to five guests, featuring air conditioning, Wi-Fi, a modern kitchen with stainless steel appliances and granite countertops, a sunroom with views of the Essex Steam Train, and parking.
10 1 review
Old Saybrook, CT
02/08 – 07/08
$785/nighttotal: $3925 (5 )
Old Lyme Pet Friendly Escape | Griswold Preserve
3 4
apartment , Old Lyme
This three-bedroom, two-bathroom holiday cottage in Old Lyme offers accommodation for up to six guests, situated less than 1 kilometre from the Old Lyme galleries and village district, and adjacent to the Griswold Preserve with its walking trails. Guests can enjoy a spacious garden with outdoor seating and a gas grill, a real wood-burning fireplace, a fully equipped kitchen with a dishwasher and microwave, and an in-unit washer and dryer, all within a peaceful setting.
9.8 25 reviews
Old Saybrook, CT
03/07 – 06/07
$1409/nighttotal: $4227 (3 )
Renovated 3br In Old Saybrook
3 4
apartment , Old Saybrook
This charming house is situated on a peaceful street in Old Saybrook, just a short walk from South Cove and a five-minute drive from the town and Harvey's beaches. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. This three-bedroom home comfortably sleeps eight guests and features a modern kitchen, two bathrooms, and a private patio. Guests can enjoy a range of amenities including air conditioning, a garden, parking, high-speed Wi-Fi, and a fully equipped kitchen.
Old Saybrook, CT
03/07 – 06/07
$757/nighttotal: $2271 (3 )
Olde Lyme Coastal Farmhouse
5 4
apartment , Old Lyme
This Old Lyme residence is located near Rocky Neck State Park and Beckett Hill State Park, with The Book Barn and the Children's Museum of Southeastern Connecticut also within easy reach. This five-bedroom house accommodates up to ten guests and offers air conditioning, internet, and allows pets.