Trumbull holiday rentals

We found 452 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Trumbull that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Trumbull

Showing deals for:18 Dec - 25 Dec

Living room
View of back of house
Kitchen
Front of house
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

8% off
AU$12,208
for 7 nights, 1 home
AU$1,744 per night
includes taxes & fees
Fairfield Beach Modern Colonial
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
Large comfortable sectional with a 70" smart tv
Open layout living
Exceptional
(10 reviews)

Luxury Beach Oasis with Amazing Panoramic Ocean Views

Milford

8% off
AU$9,086
for 7 nights, 1 home
AU$1,298 per night
includes taxes & fees
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Pool
Terrace/patio
Property grounds
Dining
Exceptional
(5 reviews)

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

Trumbull

8% off
AU$14,269
for 7 nights, 1 home
AU$2,038 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Private kitchen
Living area
Living area
Interior
Exceptional
(10 reviews)

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford

8% off
AU$3,932
for 7 nights, 1 cottage
AU$562 per night
includes taxes & fees
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Pool
Living area
Living area
Terrace/patio
Exceptional
(5 reviews)

2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC

Fairfield

8% off
AU$29,861
for 7 nights, 1 home
AU$4,266 per night
includes taxes & fees
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Dining
Outdoor dining
Interior
Property grounds
Exceptional
(5 reviews)

On the Water Spacious Comfortable Historic Home

West Haven

8% off
AU$9,722
for 7 nights, 1 home
AU$1,389 per night
includes taxes & fees
On the Water Spacious Comfortable Historic Home
Living area
Outdoor dining
Bedroom 2
Kitchen
Exceptional
(8 reviews)

Silver Sands Beach Getaway

Milford

16% off
AU$4,330
for 7 nights, 1 home
AU$619 per night
includes taxes & fees
Silver Sands Beach Getaway
Kitchen
Stairwell to Master
Queen Bedroom 2
Dining Room
Excellent
(6 reviews)

Beach Apartment in Woodmont Milford

Milford

8% off
AU$3,116
for 7 nights, 1 apartment
AU$445 per night
includes taxes & fees
Beach Apartment in Woodmont Milford
Room
Living area
Interior
Interior
Exceptional
(37 reviews)

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

Shelton

7% off
AU$812
for 7 nights, 1 apartment
AU$116 per night
includes taxes & fees
1 bedroom Cozy, comfy, super clean, great location and own entrance!!

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    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to charming Trumbull

Enjoy the area's churches, theatre scene and live music with a rental holiday home in Trumbull. This romantic city is known for its restaurants, baseball games and shopping. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Trumbull

Do you want to find attractions to visit in the city? Venture out of your holiday home and experience everything that makes Trumbull a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (2.4 mi / 3.9 km)
  • Norwalk Maritime Aquarium (15 mi / 24.1 km)
  • Great River Golf Club (6.6 mi / 10.6 km)
  • Connecticut Golf Club (6.9 mi / 11.1 km)
  • Grassy Hill Country Club (8.2 mi / 13.1 km)
  • Country Club of Fairfield (8.8 mi / 14.2 km)

Exploring the natural features in Trumbull

Whether you're an active traveller or just want to take in the scenery, Trumbull is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Mohegan (3.7 mi / 6 km)
  • Seaside Park (5.6 mi / 9 km)
  • Seaside Beach (5.8 mi / 9.4 km)
  • Short Beach (7.1 mi / 11.5 km)
  • Walnut Beach (7.2 mi / 11.6 km)
  • Jennings Beach (7.3 mi / 11.7 km)

Transport to and around Trumbull

The nearest airport is in Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), located 6.7 mi (10.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.2 mi (26 km) away.

Frequently asked questions

What is the best area to stay in Trumbull when booking a holiday rental?
When considering the best area to stay in Trumbull, Connecticut for a holiday rental, the neighbourhoods surrounding the town centre offer a delightful blend of convenience and charm. Trumbull is known for its suburban atmosphere, making it a peaceful retreat while still providing easy access to nearby attractions.One of the standout areas is the neighbourhood close to the Trumbull Mall, where you'll find a variety of shops, dining options, and entertainment venues. The mall itself is a great place for shopping enthusiasts, with a range of stores to explore. Additionally, the nearby Beardsley Zoo in Bridgeport is just a short drive away and a wonderful destination for families, featuring a diverse array of animals and educational exhibits.Another lovely area to consider is near the local parks, such as the popular Twin Brooks Park. This park offers walking trails, picnic areas, and playgrounds, great for those looking to enjoy the outdoors. The combination of recreational spaces and community events held throughout the year adds to the appeal of this neighbourhood.In terms of holiday rentals, Trumbull has a reasonable selection, with various options ranging from family homes to cosy apartments. This variety allows visitors to find accommodations that suit their needs while enjoying the tranquil atmosphere of the area.
Where are the best areas for renting a beach house in Trumbull?
For renting a beach house in Trumbull, the nearby coastal areas of Stratford and Bridgeport offer some excellent options. In Stratford, the picturesque shorelines along Long Beach and Short Beach are popular choices for holiday rentals. Properties in this vicinity often come with amenities such as spacious decks, outdoor grills, and direct access to the sandy shores, making them superb for families or groups looking to enjoy beachside relaxation.Moving towards Bridgeport, the waterfront area near Seaside Park provides additional rental opportunities. Here, you can find charming beach houses featuring modern interiors, fully equipped kitchens, and inviting outdoor spaces for dining al fresco. This area is also home to scenic views and convenient access to parks and recreational activities, enhancing the overall beach experience.Additionally, both Stratford and Bridgeport boast local shops, restaurants, and attractions, making it easy for visitors to explore the local culture while enjoying their beachside stay.
What is the most popular type of holiday rental accomodation in Trumbull?
In Trumbull, holiday houses and apartments are both popular choices, with several options available in the area. These accommodations can be found in family-friendly neighbourhoods, providing easy access to local parks and community centres. Most holiday houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Similarly, apartments often come with essential amenities, including kitchen facilities and comfortable seating areas, offering a cozy atmosphere for travellers.
Are there any family house rentals in Trumbull?
In Trumbull, Connecticut, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The neighbourhoods here offer spacious homes with amenities tailored to family needs. Many properties feature large living rooms great for family gatherings, fully equipped kitchens to prepare meals together, and outdoor spaces where children can play safely.Visitors will find Trumbull conveniently located near attractions like the nearby Beardsley Zoo, which is great for a family day out, and the scenic hiking trails of the Pequonnock River Valley. These rentals often come with comforts such as Wi-Fi and air conditioning to ensure a pleasant stay.
Can I rent a holiday home with a pool or hot tub in Trumbull?
In Trumbull, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs. This suburban area provides a peaceful retreat not far from the bustling city of Bridgeport. Many of the properties come equipped with private pools, inviting hot tubs, and spacious outdoor areas great for family gatherings or relaxation.Travellers can expect amenities such as well-equipped kitchens, comfortable living spaces, and often outdoor seating areas for enjoying the pleasant Connecticut weather.
Are there pet-friendly house rentals in Trumbull?
In Trumbull, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. The neighbourhoods here often feature spacious homes equipped with amenities such as fully equipped kitchens, private yards, and comfortable living areas. Many properties also offer convenient access to local parks, which are ideal for walks and playtime with furry companions.Nearby, the picturesque parks in Trumbull, such as Twin Brooks Park and the scenic Long Hill Park, offer lovely green spaces for outdoor activities. These parks frequently have walking trails, picnic areas, and open fields, making them great spots for pet owners to enjoy quality time outdoors.
Are there any remote work holiday rentals in Trumbull?
In Trumbull, Connecticut, there are several options for remote work holiday rentals, with around 12 available throughout the area. These properties cater to the needs of those looking to combine work and leisure. Many rentals come equipped with dedicated workspaces, including desks and ergonomic chairs, ensuring a comfortable environment for productivity. Additionally, high-speed Wi-Fi is typically provided, allowing for seamless connectivity during work hours.Trumbull itself offers a pleasant suburban setting, complete with parks and recreational areas for breaks or exercise. Nearby attractions include the bustling shops and dining options in the surrounding towns. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Trumbull?
In Trumbull, popular rental amenities include spacious decks or patios, allowing guests to enjoy the fresh air and surrounding scenery. Most rentals come equipped with kitchens, providing the convenience of cooking at home. Many properties also permit pets, making it easier for travellers to bring their furry companions along. Additionally, amenities like blenders are available for those who enjoy preparing smoothies or other beverages. Onsite parking is a common feature, ensuring straightforward access for guests with vehicles.
When is the best time to visit Trumbull for a holiday rental?
April marks the beginning of the peak season in Trumbull, Connecticut, making it an excellent time to book a holiday rental. This month heralds the arrival of spring, with the landscape coming alive as flowers bloom and trees regain their lush greenery. Visitors can enjoy outdoor activities such as hiking and picnicking in the area's beautiful parks, like the popular Indian Ledge Park, where mild temperatures (around 10 to 15 degrees Celsius) create a pleasant environment for exploration.The peak travel season extends from April to June, offering a vibrant setting as families and adventure seekers flock to Trumbull to enjoy local events and attractions. The pleasant climate and the abundant natural beauty make this time particularly appealing for those seeking a blend of relaxation and outdoor fun.For those looking for a more budget-friendly option, consider planning your visit in December. During this time, this month provides a unique charm with festive decorations and holiday events, allowing for a more intimate experience of the local culture.
What are the top attractions in Trumbull?
In Trumbull, visitors can enjoy a variety of attractions that highlight the area's natural beauty and community spirit. One of the main draws is the Trumbull Nature and Arts Centre, which offers a range of educational programs and events focused on environmental awareness and creativity. The nearby Pequonnock River Valley State Park provides scenic trails for hiking and biking, making it a great spot for outdoor enthusiasts.For families, the Trumbull Mall features a selection of shops and dining options, while also hosting community events throughout the year. The local parks, such as Twin Brooks Park, offer playgrounds, sports facilities, and picnic areas, great for a day out with children. Additionally, the historic Old Mine Park is a lovely area to explore, with its walking paths and beautiful landscapes, providing a glimpse into the area's history.
Are all fees included in the Trumbull 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 Trumbull holiday homes with parking?
Stayz offers a wide selection of holiday homes in Trumbull 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 Trumbull holiday homes?
You can find great discounts on holiday homes in Trumbull 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 Trumbull holiday home booking on Stayz?
To find Trumbull 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 Trumbull?
A long-stay holiday home in Trumbull 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 Trumbull holiday home?
Book your Trumbull 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 Trumbull?
Prices for holiday homes in Trumbull 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 Trumbull 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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