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Shelton, CT vacation rentals
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Best Vacation rentals and Airbnb offers in Shelton, CT

Top Vacation Rentals for Families in Shelton, CT

Ideal for family vacations, these Shelton, CT rentals or Airbnbs offer spacious layouts near top city attractions.

Lakefront Connecticut Oasis - Updates Throughout - Shelton, CT
10 13 reviews
Shelton, CT
09/18 – 09/20
$611/nighttotal: $1222 (2 )

Lakefront Connecticut Oasis - Updates Throughout

3 4
apartment , Oxford
This lakefront home in Oxford is just a short distance from the town center, grocery stores, restaurants, amusement parks, and skiing. It's rated excellent by previous guests. The three-bedroom, two-bathroom apartment comfortably sleeps up to 10 guests. Enjoy the updated kitchen, air conditioning, garden, spa, and parking, along with access to swimming, fishing, kayaking, and paddleboarding on the lake.
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n - Shelton, CT
9.4 20 reviews
Shelton, CT
06/25 – 06/28
$737/nighttotal: $2211 (3 )

Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n

5 2
apartment , Fairfield
This Fairfield home is conveniently located within a 3km radius of Fairfield University, Bridgeport Downtown South Historic District, and Longfellow Park, making it easy to explore the area's attractions. The property has received excellent user ratings, indicating a comfortable and enjoyable stay for guests.
This 5-bedroom house can accommodate up to 12 guests, providing ample space for families or groups. The home offers a range of amenities, including a fully equipped kitchen, a garden with barbecue grills, a terrace, and a tennis court, ensuring a relaxing and entertaining stay.
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops - Shelton, CT
9.8 18 reviews
Shelton, CT
09/18 – 09/20
$491/nighttotal: $982 (2 )

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

2 4
apartment , Milford
This cozy Milford bungalow is just a minute's drive from Walnut Beach and its boardwalk, offering easy access to the beach and local attractions while being situated on a quiet street. The apartment is highly rated by guests, earning an "excellent" rating.
The two-bedroom, one-bathroom apartment comfortably accommodates up to 5 guests and features a modern kitchen, central AC, a smart TV with Netflix, free Wi-Fi, and a back porch with a fire pit. Guests can enjoy the private backyard, parking for three cars, and the nearby amenities of Milford, including the Milford Plaza Shopping Center and Westfield Connecticut Post Mall.
Renovated Milford Beach Home By Charles Island/silver Sands Pk - Shelton, CT
10 8 reviews
Shelton, CT
06/25 – 06/28
$535/nighttotal: $1605 (3 )

Renovated Milford Beach Home By Charles Island/silver Sands Pk

2 2
cottage , Milford
This cottage is situated near the beach, within a 5-minute walk of Silver Sands State Park and Silver Sands, and less than 2 miles from Walnut Beach and Port Milford. It has excellent user ratings, and it is pet-friendly, welcoming travelers with their furry companions.
The cottage features 2 bedrooms, 1 bathroom, and a guest capacity of 7. It offers a fully equipped kitchen, air conditioning, a terrace or balcony, and a garden for relaxation and outdoor enjoyment. Free WiFi is also available for guests' convenience.

Best Shelton, CT vacation rentals with parking

Private Apartment In Southbury 103 - Shelton, CT
10 3 reviews
Shelton, CT
06/25 – 06/28
$241/nighttotal: $723 (3 )

Private Apartment In Southbury 103

1 2
apartment , Southbury
This Southbury apartment rental is conveniently located near Route 84, a short walk from restaurants like The Lodge Bar and Grill and Southford Falls State Park.
The 850-square-foot unit features one bedroom, one bathroom, and an open-concept layout, comfortably accommodating two guests and offering amenities such as a fully equipped kitchen, in-unit laundry, and private parking.
1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids - Shelton, CT
9.4 403 reviews
Shelton, CT
09/18 – 09/20
$268/nighttotal: $536 (2 )

1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids

1 4
apartment , Shelton
This Shelton apartment is a secluded retreat surrounded by woodlands, offering privacy and tranquility just 5 minutes from the Connecticut Sports Center and within a 15-minute drive of over 80 eateries. It has excellent user, location, and cleanliness ratings.
The apartment has one bathroom, a floor area of 620 square feet, and a guest capacity of four. It features a fully equipped kitchen, a home theater with a 66-inch HD Smart TV, and outdoor amenities including a swimming pool, hot tub, fire pit, and bocce court.
Beechmont-charming Colonial For Events And Getaways! - Shelton, CT
8.0 1 review
Shelton, CT
06/25 – 06/28
$1116/nighttotal: $3348 (3 )

Beechmont-charming Colonial For Events And Getaways!

6 2
house , Bridgeport
This Bridgeport house rental is located 8.5 miles from Silver Sands State Park and 12 miles from the Connecticut Post Mall, offering easy access to area attractions.
This 3300-square-foot home features one bedroom, four bathrooms, and can accommodate up to 23 guests, boasting amenities such as a fully equipped kitchen, free Wi-Fi, and private parking.
Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House. - Shelton, CT
9.6 5 reviews
Shelton, CT
06/25 – 06/28
$1884/nighttotal: $5652 (3 )

Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House.

6 2
apartment , Trumbull
This Trumbull vacation home provides easy access to major highways and is conveniently located near Boothe Memorial Park and the Discovery Museum.
This six-bedroom, four-bathroom house comfortably sleeps twelve guests and offers free WiFi, air conditioning, and amenities such as hair dryers and bathtubs in each bathroom; nearby attractions include Beardsley Zoo and the SportsCenter of Connecticut.

Frequently Asked Questions about vacation rentals in Shelton, CT

  • When is the best time to book a vacation rental in Shelton, CT?

    The best time to book a vacation rental in Shelton is during the shoulder seasons, spring and fall. You'll avoid the crowds and enjoy pleasant weather. Plus, the rates are usually a bit lower.
  • What are the best Airbnb and vacation rentals in Shelton, CT?

    1st Flr Apt Your Private Resort - Now Family-ized, Super Cozy 1 Br Apt - Own Entrance - Great Loc and Mid-century Modern House - Ciela Haus are the most popular Airbnb and vacation rentals in Shelton, CT among travelers.

  • What events or festivals should visitors check out in and around Shelton, CT?

    The Shelton Summerfest is a popular annual event held in July, featuring live music, food vendors, and family-friendly activities. The nearby city of Derby also hosts the Derby Day Festival in June, with a parade and various entertainment options.
  • What are the most popular Airbnbs in Shelton, CT?

  • What are the best budget-friendly activities in Shelton, CT?

    Shelton is full of budget-friendly activities. Take a stroll through the Shelton Green, enjoy a picnic by the Shelton Riverwalk, or explore the exhibits at the Shelton Historical Society Museum. These are all great options that won't break the bank.
  • What are the best vacation rentals with a pool in Shelton, CT?

  • What are the best restaurants with local dishes in Shelton, CT?

    For a taste of local cuisine, try the classic American dishes at The Tavern on the Green, or enjoy the Italian fare at La Piazza. Both offer a comfortable atmosphere and a taste of Shelton's culinary scene.
  • What are the best rentals for families and kids in Shelton, CT?

  • What are the best walking or cycling routes in Shelton, CT?

    The Shelton Riverwalk is a beautiful and easy walking or cycling route that follows the Housatonic River. It's a great way to enjoy the natural beauty of Shelton. For a longer ride, check out the scenic route along the Naugatuck River.
  • What are the best rentals or Airbnbs with a jacuzzi in Shelton, CT?

  • Are there pet-friendly attractions in Shelton, CT?

    The Shelton Riverwalk is a great pet-friendly option. You can enjoy a walk or bike ride with your furry friend along the river. Many of the local parks and green spaces are also dog-friendly.
  • What are the benefits of choosing a vacation rental in Shelton, CT?

    Vacation rentals in Shelton offer more space and privacy compared to hotels. They often come with kitchens, allowing you to cook your own meals and save money. Additionally, they can be a great option for families or groups traveling together.
  • What are the top sports attractions and facilities in Shelton, CT?

    Shelton doesn't have any major professional sports teams, but it has a few popular recreational facilities. The Shelton Sports Complex offers various fields and courts for sports like soccer, baseball, and basketball. The Shelton YMCA also provides a range of fitness programs and activities.

Destinations nearby

Best Vacation Rentals with Balconies in Shelton, CT

Enjoy stunning views from your private terrace when you book one of these vacation rentals in Shelton, CT.

Modern Home With A Private Heated Pool And Jacuzzi - Shelton, CT
9.8 67 reviews
Shelton, CT
09/18 – 09/20
$1161/nighttotal: $2322 (2 )

Modern Home With A Private Heated Pool And Jacuzzi

5 4
house , Hamden
This modern 5-bedroom house is located in Hamden, just a short drive from Yale University and the Yale Bowl, making it a convenient choice for families visiting students or attending events. The house has received excellent ratings for location, cleanliness, and overall user experience.
This Hamden home offers a spacious layout for up to 10 guests, with 5 bedrooms and 3 bathrooms. Guests can enjoy features like a private heated pool and jacuzzi, a terrace with garden views, a fully equipped kitchen, free Wi-Fi, and private parking.
2br W/game Room & Gym, King Bed + Bunks, Outdoor Tv, Yard, Parking, Pets Welcome - Shelton, CT
Shelton, CT
09/18 – 09/20
$548/nighttotal: $1096 (2 )

2br W/game Room & Gym, King Bed + Bunks, Outdoor Tv, Yard, Parking, Pets Welcome

2 4
apartment , New Haven
This New Haven apartment is located in the West New Haven district, a 10-minute walk from West Rock Ridge State Park and a 4-minute drive from the Yale Bowl.
This 1500 square foot rental accommodates up to 6 guests with 2 bedrooms and 1 bathroom, offering amenities like air conditioning, a full kitchen, Wi-Fi, a garden, tennis court, and fitness center.
191 Seymour, Ave. Derby · Spacious Renovated 3 Bedroom Near Griffinhospital - Shelton, CT
8.6 8 reviews
Shelton, CT
09/18 – 09/20
$368/nighttotal: $736 (2 )

191 Seymour, Ave. Derby · Spacious Renovated 3 Bedroom Near Griffinhospital

3 4
apartment , Derby
This Derby apartment is located just a short five-minute walk from Griffin Hospital, making it perfect for those seeking medical care or visiting loved ones. The apartment has earned excellent ratings for its location, cleanliness, and overall experience.
The apartment features a modern and stylish interior with an open layout that comfortably accommodates up to four guests. It offers a range of amenities, including a fully equipped kitchen, a private terrace, and a 75-inch smart TV for entertainment.
Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Shelton, CT
9.6 24 reviews
Shelton, CT
09/18 – 09/20
$338/nighttotal: $676 (2 )

Luxury Designer 2 Bedroom+office/3bed Vacation Home.

3 4
apartment , Bridgeport
This fully furnished apartment is located in the Brooklawn - St. Vincent neighborhood of Bridgeport, just a short distance from downtown Bridgeport, Bridgeport Hospital, and major highways for easy access to other Connecticut destinations. The property has received excellent user ratings, making it a popular choice for travelers.
The 1,500 square foot apartment can comfortably accommodate up to 5 guests with its 3 bedrooms and 1 bathroom. It offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, making it a perfect choice for families or groups looking for a comfortable and convenient stay.

Our Favorite Pet-Friendly Vacation Rentals in Shelton, CT

Discover dog-friendly vacation rentals in Shelton, CT situated perfectly for city walks and nearby dog parks.

Beachy Bay Breeze Bungalow - Shelton, CT
9.5 117 reviews
Shelton, CT
09/18 – 09/20
$329/nighttotal: $658 (2 )

Beachy Bay Breeze Bungalow

3 4
apartment , West Haven
This West Haven vacation home sits just a mile from Robert Treat Farm and within three miles of Seabluff and Bradley Point beaches, making it easy to explore the area's natural beauty and historical sites. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom home comfortably accommodates up to six guests with a sofa bed, perfect for families or groups of friends. Guests can enjoy a fully equipped kitchen, free Wi-Fi, a relaxing terrace or balcony, a garden, and parking, making for a convenient and enjoyable stay.
The Arlo - Walk To Brewery And Restaurants - Shelton, CT
9.6 5 reviews
Shelton, CT
09/18 – 09/20
$491/nighttotal: $982 (2 )

The Arlo - Walk To Brewery And Restaurants

2 4
apartment , Milford
This Milford vacation home is located near the Housatonic River, Walnut Beach, and Silver Sands State Park, all within roughly 2 miles.
This two-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen, in-house laundry, a private fenced yard, on-site fitness center, and game room, perfect for families or small groups visiting Milford, CT.
Family Home Near Roosevelt Forest & Historic Sites - Shelton, CT
Shelton, CT
09/18 – 09/20
$624/nighttotal: $1248 (2 )

Family Home Near Roosevelt Forest & Historic Sites

4 4
house , Stratford
This Stratford family home is located in Milford, 5.9 miles from Silver Sands State Park and 6.2 miles from Connecticut Post Mall, with Yale University and the Yale Bowl approximately 12-13 miles away.
This 1580 square foot house offers 4 bedrooms, 2 bathrooms, and can accommodate up to 15 guests, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, and an outdoor dining area.
Beach Apt In Woodmontmilford - Shelton, CT
8.1 19 reviews
Shelton, CT
09/18 – 09/20
$405/nighttotal: $810 (2 )

Beach Apt In Woodmontmilford

1 4
apartment , Milford
The Beach Apt In Woodmontmilford is located in Milford, just 3.1 miles from the Connecticut Post Mall Shopping Center and 5.5 miles from Silver Sands State Park, offering easy access to both shopping and nature. The apartment is situated in a quiet residential area, providing a peaceful and relaxing atmosphere.
The apartment spans 1100 square feet and comfortably accommodates 10 guests in its three bedrooms. The apartment includes amenities such as a fully equipped kitchen, air conditioning, a garden, a spa, parking, and Wi-Fi, ensuring a comfortable and enjoyable stay.
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