Shelton holiday rentals

We found 639 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Shelton that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Shelton

Showing deals for:25 Dec - 1 Jan

Fully stocked kitchen with stainless steel appliances and breakfast counter
Enjoy lounging after a long beach day on the sectional looking out at the water
Exterior
Open layout living
Exceptional
(10 reviews)

Luxury Beach Oasis with Amazing Panoramic Ocean Views

Milford

8% off
AU$10,534
for 7 nights, 1 home
AU$1,505 per night
includes taxes & fees
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Pool
Terrace/patio
Interior
Property grounds
Exceptional
(5 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull

8% off
AU$14,381
for 7 nights, 1 home
AU$2,054 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Interior
Living area
Property grounds
Living area
Exceptional
(11 reviews)

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford

8% off
AU$4,032
for 7 nights, 1 cottage
AU$576 per night
includes taxes & fees
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Interior
small, covered front porch on cottage
Lovely rolling 8 Acre farmland is shared with the main house
New refrigerator, microwave, air fryer, coffee maker 2022
Exceptional
(9 reviews)

Clean & Bright 2 Bedroom Cottage shares 8 Acres

Southbury

16% off
AU$3,602
for 7 nights, 1 cottage
AU$515 per night
includes taxes & fees
Clean & Bright 2 Bedroom Cottage shares 8 Acres
Kitchen
Outdoor dining
Living area
Living area
Exceptional
(8 reviews)

Silver Sands Beach Getaway

Milford

16% off
AU$4,441
for 7 nights, 1 home
AU$634 per night
includes taxes & fees
Silver Sands Beach Getaway
Kitchen
Stairwell to Master
Dining Room
Queen Bedroom 2
Excellent
(6 reviews)

Beach Apartment in Woodmont Milford

Milford

8% off
AU$3,537
for 7 nights, 1 apartment
AU$505 per night
includes taxes & fees
Beach Apartment in Woodmont Milford
Living Room
View of the Pond
Bathroom
Entryway Stairs
Exceptional
(7 reviews)

Private Apartment in Southbury 101

Southbury

8% off
AU$2,327
for 7 nights, 1 apartment
AU$332 per night
includes taxes & fees
Private Apartment in Southbury 101
Interior
Living area
Interior
Bathroom
Exceptional
(37 reviews)

1 bedroom Cozy, comfy, super clean, great location and own entrance!!

Shelton

7% off
AU$801
for 7 nights, 1 apartment
AU$114 per night
includes taxes & fees
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Dining Room
Open Concept Living Room, Dining Room, Kitchen
Outdoors
Open Concept Living Room and Kitchen
Wonderful
(6 reviews)

Private Apartment in Southbury 102

Southbury

8% off
AU$2,117
for 7 nights, 1 apartment
AU$302 per night
includes taxes & fees
Private Apartment in Southbury 102

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Why people love visiting friendly Shelton

The beaches and other outdoor surroundings create an inviting atmosphere in Shelton. This city is welcoming and romantic, recognised for its restaurants, shopping and university setting. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Shelton

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Shelton a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (8.6 mi / 13.8 km)
  • Quassy Amusement Park (14.8 mi / 23.9 km)
  • Great River Golf Club (3 mi / 4.8 km)
  • Grassy Hill Country Club (4.3 mi / 6.9 km)
  • Yale Golf Course (5.6 mi / 9 km)
  • Connecticut Golf Club (12.8 mi / 20.7 km)

Exploring the natural features in Shelton

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Shelton. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Milford Green (6.9 mi / 11.1 km)
  • Seabluff Beach (8.2 mi / 13.2 km)
  • Silver Sands (8.3 mi / 13.3 km)
  • Walnut Beach (8.4 mi / 13.5 km)
  • New Haven Green (8.7 mi / 14 km)
  • Beacon Falls Town Recreation Field (8.9 mi / 14.2 km)

Transport to and around Shelton

The nearest airport is in Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), located 10.9 mi (17.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 11 mi (17.7 km) away.

Frequently asked questions

What is the best area to stay in Shelton when booking a holiday rental?
When considering a holiday rental in Shelton, Connecticut, the downtown area emerges as a particularly attractive option. This vibrant neighbourhood boasts a variety of properties, suiting different tastes and budgets. Staying in downtown Shelton provides easy access to several amenities, including delightful restaurants and cosy cafes, great for experiencing the local culinary scene.One of the standout attractions in this area is the Shelton Historical Society, where visitors can delve into the rich history of the region. Additionally, the nearby Indian Wells State Park offers scenic views and opportunities for outdoor activities such as hiking and picnicking, making it a fantastic spot for nature lovers.
Where are the best areas for renting a beach house in Shelton?
For renting a beach house in Shelton, the nearby coastal areas along Long Island Sound offer some excellent options. Particularly, the neighbourhood of Seymour, which is just a short drive away, features charming properties that provide easy access to the waterfront. Many of these beach houses come with amenities such as spacious decks for outdoor dining, private gardens, and modern kitchens, making them ideal for families or groups looking to enjoy a seaside retreat.Further along the coast, the area around Stratford offers additional beach house rentals, where visitors can find homes with stunning views of the Sound, often equipped with amenities like fire pits and outdoor showers, great for rinsing off after a day on the beach. The local beaches, including the popular Short Beach, provide opportunities for swimming, sunbathing, and beachcombing.Additionally, the nearby town of Milford boasts a vibrant beach scene, with rentals that may include features such as direct beach access, large living spaces, and proximity to local restaurants and shops. The area is known for its scenic coastal walks and parks, allowing guests to enjoy both the beach atmosphere and the natural beauty of the surroundings.
What is the most popular type of holiday rental accomodation in Shelton?
In Shelton, both holiday houses and apartments are equally popular, with each type comprising around 12 options available for travellers. The holiday houses are typically spacious, featuring multiple bedrooms, full kitchens, and private outdoor spaces, making them ideal for families or groups seeking a comfortable retreat. Meanwhile, the apartments provide a more compact alternative, often equipped with modern amenities such as kitchenettes, cosy living areas, and easy access to local attractions.
Are there any family house rentals in Shelton?
In Shelton, Connecticut, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The neighbourhoods around the city provide a variety of options, often featuring spacious living areas, fully equipped kitchens, and outdoor spaces where kids can play and families can gather.Many properties come with essential amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for all guests. The area is close to parks and recreational spaces, great for outdoor activities and family outings. Additionally, visitors can explore nearby attractions like the Shelton Riverwalk, which offers scenic walking paths and picnic areas, creating opportunities for family fun and relaxation.
Can I rent a holiday home with a pool or hot tub in Shelton?
In Shelton, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs. This city, located along the Housatonic River, offers a mix of suburban charm and easy access to recreational activities. Many properties come equipped with amenities such as private pools, inviting hot tubs, and spacious outdoor areas, superb for relaxing after a day of exploring the local attractions.
Are there pet-friendly house rentals in Shelton?
In Shelton, Connecticut, there are several pet-friendly house rentals available for travellers looking to accommodate their furry friends. Many of these properties come equipped with amenities such as spacious backyards, fully furnished kitchens, and comfortable living areas, making them ideal for families or groups.The neighbourhoods around Shelton often provide easy access to local parks, where pets can enjoy leisurely walks and playtime. One great option is the nearby Shelton Dog Park, which is a great spot for dogs to socialise and exercise. Additionally, the area's scenic surroundings present opportunities for outdoor activities, including hiking trails and nature walks that welcome pets.
Are there any remote work holiday rentals in Shelton?
In Shelton, Connecticut, there are a number of remote work-friendly holiday rentals available, with around 24 options to choose from. These accommodations typically feature essential amenities for those working remotely, such as complimentary Wi-Fi, dedicated desk spaces, and comfortable seating areas, ensuring a productive environment. Many properties also offer additional conveniences like fully equipped kitchens and laundry facilities, allowing for a homely feel during your stay.The city is well-located for exploring nearby attractions, including parks and recreational areas, which can provide a pleasant break from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Shelton?
In Shelton, popular holiday rental amenities include well-equipped kitchens, superb for preparing meals during your stay. Many properties feature coffee and tea makers, allowing guests to enjoy a warm beverage at their leisure. Onsite parking is commonly available, providing convenience for those driving to the area. Additionally, rentals often include blenders for making smoothies or other refreshments. Many accommodations also boast outdoor spaces such as decks or patios, ideal for relaxing and enjoying the fresh air.
When is the best time to visit Shelton for a holiday rental?
The best time to visit Shelton for a holiday rental is during the peak season from May to July, with July being particularly popular. This vibrant period welcomes families and outdoor enthusiasts who wish to enjoy the area's beautiful parks, rivers, and recreational activities. With warm temperatures averaging between 20 to 30 degrees Celsius, visitors can indulge in picnics, hiking, and even water sports along the Housatonic River.As the summer unfolds, Shelton comes alive with community events, festivals, and local markets, making it an ideal time for those seeking a lively option and engaging experiences. The long daylight hours provide ample opportunity for sightseeing and enjoying the great outdoors, ensuring you can make the most of your holiday.For those looking for a more budget-friendly option, consider planning your trip in December. While the weather can be cooler, with temperatures dipping to around 0 to 5 degrees Celsius, this month offers a unique charm with festive decorations and holiday events. Embrace the quieter pace and explore indoor attractions, or stroll through the delightful winter scenery.Ultimately, your choice depends on whether you prefer the bustling energy of summer or the serene beauty of winter in Shelton.
What are the top attractions in Shelton?
In Shelton, Connecticut, visitors can explore a variety of attractions that showcase both the natural beauty and local culture of the area. The picturesque Shelton Lakes Recreation Path offers scenic walking and biking routes, great for outdoor enthusiasts looking to enjoy the serene landscape. Nearby, the Housatonic River provides opportunities for fishing and kayaking, making it a great spot for water activities.For those interested in history, the Shelton Historical Society and Museum offers insights into the local heritage, featuring exhibits that highlight the city's development over the years. The vibrant downtown area is home to various shops and eateries, where visitors can enjoy local dining options and unique boutiques.Additionally, the nearby Indian Well State Park is a popular destination, known for its beautiful waterfalls and picnic areas, allowing for an enjoyable day outdoors.
Are all fees included in the Shelton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Shelton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Shelton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Shelton holiday homes?
You can find great discounts on holiday homes in Shelton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Shelton holiday home booking on Stayz?
To find Shelton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Shelton?
A long-stay holiday home in Shelton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Shelton holiday home?
Book your Shelton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Shelton?
Prices for holiday homes in Shelton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Shelton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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