Middletown Springs holiday homes

We found 147 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Middletown Springs that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include parking and a garden. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Middletown Springs

Showing deals for:11 Dec - 18 Dec

Private kitchen
Exterior
Living area
Interior
Wonderful
(12 reviews)

Charming getaway cottage by the Green Mountains/Killington/Okemo in Vermont!

Wallingford

6% off
NZ$4,582
for 7 nights, 1 home
NZ$655 per night
includes taxes & fees
Charming getaway cottage by the Green Mountains/Killington/Okemo in Vermont!
Dining and living rooms viewed from new kitchen
Living area
spiral stair to lookout room
great room with bridge to bedrooms, site-built timber truss and handhewn columns
Exceptional
(93 reviews)

Vermont Lakefront Paradise

Wallingford

8% off
NZ$7,666
for 7 nights, 1 room
NZ$1,095 per night
includes taxes & fees
Vermont Lakefront Paradise
Dining
Interior
Interior
Living area
Exceptional
(5 reviews)

Spacious 5-bedroom w/ huge yard. Rural getaway!

Granville

8% off
NZ$6,842
for 7 nights, 1 home
NZ$977 per night
includes taxes & fees
Spacious 5-bedroom w/ huge yard. Rural getaway!
Living area
Outdoor dining
Interior
Living area
Exceptional
(7 reviews)

VT Lodge Cabin w Mountain Views near Killington

Proctor

8% off
NZ$6,332
for 7 nights, 1 cabin
NZ$905 per night
includes taxes & fees
VT Lodge Cabin w Mountain Views near Killington
Living area
Property grounds
Exterior
Living area
Exceptional
(26 reviews)

Vermont Lake House

Poultney

8% off
NZ$3,644
for 7 nights, 1 home
NZ$521 per night
includes taxes & fees
Vermont Lake House
Kitchen
Outdoor dining
Living area
Exterior
Exceptional
(23 reviews)

Cow Barn converted into a beautiful spacious home.

Danby

8% off
NZ$5,688
for 7 nights, 1 home
NZ$813 per night
includes taxes & fees
Cow Barn converted into a beautiful spacious home.

  • 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 Middletown Springs getaway

Learn about the unique charm of Middletown Springs with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Middletown Springs

Are you looking for attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Middletown Springs has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Pond Hill Ranch and Pro Rodeo (6.5 mi / 10.5 km)
  • Pico Mountain at Killington Ski Resort (17.9 mi / 28.9 km)
  • Killington Resort (18.9 mi / 30.4 km)
  • Bromley Mountain Ski Resort (20.4 mi / 32.8 km)
  • Lake St Catherine Country Club (4.1 mi / 6.5 km)
  • Rutland Country Club (11.7 mi / 18.9 km)

Exploring the natural landscape of Middletown Springs

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Middletown Springs is a great place to spend some time outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Saint Catherine (5 mi / 8.1 km)
  • Pine Hill Park (11.1 mi / 17.8 km)
  • Lake Bomoseen (11.9 mi / 19.2 km)
  • Green Mountain National Forest (13.7 mi / 22.1 km)
  • Emerald Lake State Park (15.2 mi / 24.5 km)
  • Killington Peak (17.1 mi / 27.4 km)

Travelling to and around Middletown Springs

Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), the closest airport, located 9.1 mi (14.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), which is 26.4 mi (42.4 km) away.

Frequently asked questions

What is the best area to stay in Middletown Springs when booking a holiday rental?
When considering a holiday rental in Middletown Springs, Vermont, the charming village itself is an excellent choice. This quaint area offers a warm, welcoming atmosphere and is great for those looking to immerse themselves in the local culture. While the number of properties may vary, visitors often find a delightful selection of homes and cabins that reflect the rustic charm of the region.One of the top attractions nearby is the beautiful Lake St. Catherine State Park, which is great for outdoor enthusiasts. Here, you can enjoy hiking, fishing, and swimming in the serene waters during the warmer months. Additionally, the picturesque countryside surrounding Middletown Springs provides ample opportunities for scenic walks and exploration, showcasing Vermont's stunning landscapes.Another point of interest is the local history, with the town's rich heritage evident in its historic buildings and community events. Staying in Middletown Springs allows you to experience the tranquillity of rural Vermont while being within easy reach of various outdoor activities and cultural experiences.
What is the most popular type of holiday rental accomodation in Middletown Springs?
In Middletown Springs, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically offer a homely atmosphere, featuring multiple bedrooms, fully equipped kitchens, and spacious living areas that are great for families or groups. Many of these houses also include outdoor spaces such as gardens or decks, allowing guests to enjoy the tranquillity of the Vermont landscape.
Are there any family house rentals in Middletown Springs?
In Middletown Springs, Vermont, there are several family-friendly house rentals available, making it an attractive option for those travelling with children. The town is located amidst the picturesque Green Mountains, providing a serene backdrop for family getaways. Many of these homes boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play in.Visitors will find amenities such as Wi-Fi and laundry facilities, which add to the convenience of their stay. Additionally, the locale is close to local attractions like Lake Bomoseen and the myriad hiking trails in the surrounding areas, offering opportunities for outdoor adventures and exploration.
Are there any remote work holiday rentals in Middletown Springs?
In Middletown Springs, Vermont, there are several holiday rentals that cater to remote workers. These properties typically offer essential amenities such as Wi-Fi and internet access, ensuring a reliable connection for those needing to work during their stay. Many rentals feature comfortable workspaces, allowing guests to set up their offices in a peaceful environment.The charming town itself is surrounded by beautiful landscapes, providing a tranquil backdrop for work and relaxation. Visitors can enjoy the local parks and nearby hiking trails during breaks, making it an ideal setting for a balanced work-life experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Middletown Springs?
In Middletown Springs, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and fireplaces that create a warm and inviting atmosphere, great for cooler evenings. Many properties also feature outdoor spaces such as decks or patios, ideal for enjoying the tranquil surroundings. Additionally, some rentals come with porches or lanais, providing a lovely spot to relax and take in the fresh Vermont air.
What are the top attractions in Middletown Springs?
In Middletown Springs, visitors can appreciate the serene beauty of the Vermont countryside and explore several attractions that highlight the area's natural charm. One prominent site is the Middletown Springs Historical Society, where guests can learn about the local history and heritage through various exhibits and events. The surrounding landscape offers ample opportunities for outdoor activities such as hiking and birdwatching, particularly in nearby state forests and parks.The town's picturesque setting is ideal for enjoying the changing seasons, especially the vibrant fall foliage. Additionally, the local community often hosts events and farmers' markets that showcase regional produce and crafts, providing a delightful way to experience the local culture.
Are all fees included in the Middletown Springs holiday homes prices shown on Bookabach?
Bookabach 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 Middletown Springs holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Middletown Springs 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 Middletown Springs holiday homes?
You can find great discounts on holiday homes in Middletown Springs on Bookabach, 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 Middletown Springs holiday home booking on Bookabach?
To find Middletown Springs holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Middletown Springs?
A long-stay holiday home in Middletown Springs 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 Bookabach?
Bookabach'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 Middletown Springs holiday home?
Book your Middletown Springs 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Middletown Springs?
Prices for holiday homes in Middletown Springs 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. Bookabach offers something for every taste and budget, from affordable homes in Middletown Springs to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.