Middle Haddam holiday rentals

We found 82 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Middle Haddam to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Middle Haddam

Showing deals for:27 Nov - 4 Dec

Basement - Full Kitchen, Pull out couch
Outdoor patio fireplace, patio heaters.
Private kitchen
Interior
Exceptional
(56 reviews)

Resort style getaway w/pool, spa, game room & more

East Haddam

8% off
AU$11,172
for 7 nights, 1 home
AU$1,596 per night
includes taxes & fees
Resort style getaway w/pool, spa, game room & more
Property grounds
Interior
Dining
Living area
Exceptional
(18 reviews)

John Hollister home on the farm

Glastonbury

16% off
AU$3,650
for 7 nights, 1 home
AU$521 per night
includes taxes & fees
John Hollister home on the farm
Exterior
Interior
Private kitchen
Exterior
Exceptional
(30 reviews)

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Durham

8% off
AU$7,454
for 7 nights, 1 home
AU$1,065 per night
includes taxes & fees
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Interior
Living area
Bedroom with 2 single Beds
Dining
Exceptional
(5 reviews)

Historic Mansion 1841 - The listed price is per Bedroom, Private Entrance

Higganum

8% off
AU$2,520
for 7 nights, 1 room
AU$360 per night
includes taxes & fees
Historic Mansion 1841 - The listed price is per Bedroom, Private Entrance
Dining
Property grounds
3 season porch with couch, 2 upholstered chairs and coffee table
Private kitchen
Exceptional
(13 reviews)

Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

Higganum

16% off
AU$4,679
for 7 nights, 1 home
AU$668 per night
includes taxes & fees
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Terrace/patio
Dining
Room
Private kitchen
Exceptional
(109 reviews)

Lake Front Home.....

Middlefield

8% off
AU$3,845
for 7 nights, 1 home
AU$549 per night
includes taxes & fees
Lake Front Home.....
Private kitchen
Property grounds
Room
One full bedroom w two full sleeper sofas to accommodate 4 guests comfortably.
Exceptional
(63 reviews)

Summer at the Haddam House

Haddam

8% off
AU$2,545
for 7 nights, 1 home
AU$364 per night
includes taxes & fees
Summer at the Haddam House

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Middle Haddam getaway

Learn about the unique charm of Middle Haddam with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Middle Haddam

Do you want to find top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Middle Haddam a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Machimoodus State Park (4.8 mi / 7.7 km)
  • Brownstone Exploration & Discovery Park (5.5 mi / 8.8 km)
  • TPC River Highlands (7.9 mi / 12.6 km)
  • Powder Ridge Mountain Park and Resort (10.2 mi / 16.4 km)
  • Chatfield Hollow State Park (12.2 mi / 19.6 km)
  • Chamard Vineyards (16.5 mi / 26.6 km)

Exploring the natural features in Middle Haddam

Whether you're looking for adventure or just want to take in the scenery, Middle Haddam is a great place to get outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • General Mansfield House (5.2 mi / 8.4 km)
  • Connecticut River State Wildlife Area (5.8 mi / 9.4 km)
  • Bashan Lake (7.9 mi / 12.7 km)
  • Dinosaur State Park (9.4 mi / 15.1 km)
  • Lake Beseck Beach (9.7 mi / 15.6 km)
  • Lake Hayward (11.5 mi / 18.5 km)

Transport to and around Middle Haddam

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 25.7 mi (41.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Hartford, CT (BDL-Bradley Intl.), which is 27.8 mi (44.8 km) away.

Frequently asked questions

What is the best area to stay in Middle Haddam when booking a holiday rental?
When considering a holiday rental in Middle Haddam, Connecticut, the area surrounding the historic village is particularly appealing. This charming neighbourhood is rich in history and offers a quaint, picturesque atmosphere that is superb for a relaxing getaway. The area boasts a variety of properties, from cosy cottages to larger homes, suiting different preferences and group sizes.One of the standout attractions nearby is the Goodspeed Opera House, renowned for its exceptional performances and stunning riverside location. It provides a wonderful cultural experience for visitors looking to enjoy live theatre. Additionally, the scenic views along the Connecticut River are a highlight, offering opportunities for outdoor activities such as boating and hiking.
Where are the best areas for renting a beach house in Middle Haddam?
For renting a beach house in Middle Haddam, the area along the Connecticut River is particularly appealing. While Middle Haddam itself is more of a quaint, riverside town, nearby areas like East Haddam and the picturesque shoreline communities can provide excellent rental options. East Haddam features properties with stunning views of the river, and some rentals come with amenities such as outdoor decks, private docks, and fire pits, great for enjoying summer evenings by the water.In East Haddam, visitors can also explore the famous Goodspeed Opera House, which adds a cultural touch to the stay. The nearby scenic spots like Devil's Hopyard State Park offer opportunities for hiking and nature walks, enhancing the outdoor experience. Properties in this region often include fully equipped kitchens and spacious living areas, making them ideal for families or groups looking to relax after a day of exploring.In addition, the coastal town of Old Saybrook, located a short drive away, provides beach house rentals that are close to the Long Island Sound. Here, travellers can find homes with amenities such as private beach access, outdoor grills, and ample space for entertaining. The area is rich with local shops and restaurants, ensuring convenience during your stay.
What is the most popular type of holiday rental accomodation in Middle Haddam?
In Middle Haddam, holiday houses are the most popular type of holiday rental, with several available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many of these properties also offer outdoor spaces such as gardens or patios, allowing guests to relax and enjoy the tranquil surroundings.
Are there any family house rentals in Middle Haddam?
In Middle Haddam, Connecticut, there are several family-friendly house rentals available, making it a great choice for those travelling with children. This quaint village offers a charming atmosphere, with many properties featuring spacious living areas and fully equipped kitchens, superb for preparing family meals. Additionally, outdoor spaces are often included, providing a safe environment for kids to play.The locale is close to various attractions, such as the scenic Connecticut River, where families can enjoy activities like boating and fishing. Nearby, the Goodspeed Opera House offers cultural entertainment, while the historical sites of the area add an educational aspect to your stay.
Are there pet-friendly house rentals in Middle Haddam?
In Middle Haddam, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties feature comfortable living spaces, fully equipped kitchens, and outdoor areas where pets can enjoy the fresh air.The quaint neighbourhood offers a charming atmosphere, with easy access to local parks and scenic spots along the Connecticut River, superb for leisurely walks with pets. Additionally, the nearby Haddam Meadows State Park provides lovely trails and open spaces, ideal for outdoor activities and exploration.
Are there any remote work holiday rentals in Middle Haddam?
In Middle Haddam, Connecticut, there are several remote work holiday rentals available, making it an appealing choice for those looking to combine work and leisure. The area offers a selection of properties that typically include essential amenities such as high-speed Wi-Fi and comfortable workspaces, ensuring that guests can stay productive during their stay.The charming neighbourhood is rich in history, with attractions like the Goodspeed Opera House nearby, providing opportunities for cultural enrichment after a day of remote work. Additionally, the picturesque surroundings along the Connecticut River offer a tranquil environment, superb for unwinding. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Middle Haddam?
In Middle Haddam, popular rental amenities include features that enhance comfort and relaxation for guests. Many properties come equipped with kitchens, allowing travellers to prepare their own meals during their stay. Additionally, many rentals boast fireplaces, which create a warm and inviting atmosphere, especially during the cooler months. Outdoor spaces are also a highlight, with balconies and decks or patios providing ideal spots for enjoying the pleasant surroundings. Some rentals even include blenders for those who wish to whip up smoothies or cocktails.
What are the top attractions in Middle Haddam?
In Middle Haddam, visitors can experience a blend of historical charm and natural beauty. One of the standout attractions is the picturesque waterfront along the Connecticut River, which offers opportunities for boating and fishing. The nearby Goodspeed Opera House is a renowned venue for musical theatre, providing a cultural highlight for those staying in the area.Outdoor enthusiasts can explore the scenic trails of the nearby Haddam Meadows State Park, great for hiking and picnicking while enjoying views of the river. The historic district of Middle Haddam features quaint architecture and sites, including the 19th-century Congregational Church and the Old Burying Ground, offering a glimpse into the town's rich history.
Are all fees included in the Middle Haddam 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 Middle Haddam holiday homes with parking?
Stayz offers a wide selection of holiday homes in Middle Haddam 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 Middle Haddam holiday homes?
You can find great discounts on holiday homes in Middle Haddam 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 Middle Haddam holiday home booking on Stayz?
To find Middle Haddam 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 Middle Haddam?
A long-stay holiday home in Middle Haddam 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 Middle Haddam holiday home?
Book your Middle Haddam 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 Middle Haddam?
Prices for holiday homes in Middle Haddam 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 Middle Haddam 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.