Dexter holiday lettings

We found 61 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Dexter that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and air conditioning. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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The captivating area of Dexter awaits your stay

The area's entertainment and history are just some of the reasons to come on holiday to Dexter. This welcoming city is known for its shopping, gardens and restaurants. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Dexter

Are you looking for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Dexter a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Peaks-Kenny State Park (16.1 mi / 26 km)
  • Piscatiquis County Ice Arena (11.1 mi / 17.9 km)
  • JW Parks Golf Course (16.6 mi / 26.8 km)
  • Eaton Mountain (24.1 mi / 38.8 km)

Exploring the natural landscape of Dexter

Whether you're looking for adventure or just want to spend some time taking in the scenery, Dexter is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Wassookeag (1 mi / 1.7 km)
  • Sebasticook Lake (11.4 mi / 18.4 km)
  • Barrows Falls Trail (19.4 mi / 31.3 km)
  • Great Moose Lake (13 mi / 21 km)
  • Whetstone Pond (18.6 mi / 29.9 km)
  • Brown Hill (15.2 mi / 24.5 km)

Transport options to and around Dexter

Fly into Bangor, ME (BGR-Bangor Intl.), the closest airport, located 27.5 mi (44.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Dexter when booking a holiday rental?
When considering a holiday rental in Dexter, Maine, the most appealing area to stay is the charming downtown vicinity. This area is not only conveniently located but also offers a delightful blend of local culture and scenic beauty. Visitors can enjoy a leisurely stroll along the banks of the Piscataquis River, which provides a picturesque backdrop for relaxation or outdoor activities.

In addition to the stunning river views, the downtown area is close to several attractions, including the historic Dexter Town Hall and the nearby Dexter Regional High School, known for its community spirit and events. The local parks also provide a great space for families and groups to gather and enjoy the outdoors.

While the number of properties can vary seasonally, the downtown area typically features a good selection of holiday rentals, suiting different preferences and budgets. This ensures that visitors can find a comfortable and convenient base from which to explore all that Dexter has to offer.
How much does it cost to rent a holiday home in Dexter?
Prices for holiday rentals in Dexter 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Dexter to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Dexter holiday house rentals?
You can find great discounts on house rentals in Dexter on Vrbo, 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.
Where are the best areas for renting a beach house in Dexter?
For renting a beach house in Dexter, consider the scenic areas around Lake Wassookeag. This beautiful lake offers a variety of holiday rentals, ranging from charming cottages to larger family homes, many of which come equipped with amenities such as private docks, outdoor decks, and fully stocked kitchens, superb for enjoying the lakeside experience.

The vicinity around the lake is particularly appealing for those seeking a peaceful retreat, as it features tranquil surroundings ideal for swimming, fishing, and kayaking. Many properties here also boast outdoor fire pits and picnic areas, allowing guests to fully immerse themselves in the natural beauty of the area.

In addition, the nearby town centre of Dexter provides convenience with local shops and eateries, enhancing the overall experience for travellers. The area is rich in outdoor activities, with hiking trails and parks close at hand, making it a great destination for those looking to combine relaxation with adventure during their stay.
What is the most popular type of holiday rental accomodation in Dexter?
In Dexter, a variety of holiday rental accommodations are available, with several options including apartments, cottages, cabins, and holiday houses. These rentals are typically situated in serene locations, providing guests with a peaceful retreat. Most accommodations come equipped with essential amenities such as fully stocked kitchens, comfortable living areas, and outdoor spaces for relaxation. Cottages and cabins often offer a rustic charm, ideal for those looking to immerse themselves in nature, while holiday houses provide ample space for families or groups.
Are there any family house rentals in Dexter?
In Dexter, Maine, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The town offers a variety of properties that typically feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for kids to enjoy. Many homes are conveniently located near the picturesque Dexter Lake, where families can partake in activities such as swimming, fishing, and picnicking.

Visitors can also explore local attractions such as the historic downtown area, which is known for its charming shops and eateries. The area is surrounded by beautiful natural scenery, providing opportunities for hiking and outdoor adventures.
Can I find long-stay holiday rentals in Dexter?
A long-stay holiday rental in Dexter 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Dexter?
In Dexter, Maine, there are several pet-friendly house rentals available, making it an excellent destination for travellers wishing to bring their furry friends along. Many of these holiday homes come equipped with spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Some properties even feature fenced yards, ensuring a safe environment for pets to roam freely.

The area around Dexter offers beautiful natural surroundings, with nearby lakes and parks providing ample opportunities for outdoor activities. Travellers can explore the lovely trails around Lake Wassookeag, which is superb for walking or hiking with pets. Additionally, the town has a friendly atmosphere, with local shops and eateries that welcome pets, ideal for those looking to enjoy a getaway with their animal companions.
Are there any remote work holiday rentals in Dexter?
In Dexter, Maine, there are several holiday rentals suitable for remote work, with around 18 options available. Visitors can expect properties equipped with essential amenities such as high-speed internet, Wi-Fi access, and comfortable workspaces, making it easy to maintain productivity while enjoying a change of scenery. Many of these rentals feature spacious living areas, fully equipped kitchens, and outdoor spaces, allowing for relaxation after a day of work.

The town itself is located near the scenic Dexter Lake, providing opportunities for outdoor activities like fishing and hiking during breaks. Additionally, the local community offers a friendly atmosphere with shops and eateries that reflect the charm of small-town Maine. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dexter holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dexter 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 on Vrbo 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.
What are popular rental amenities in Dexter?
In Dexter, popular holiday rental amenities include kitchens, allowing guests to prepare their own meals, and decks or patios for outdoor relaxation. Onsite parking is available, providing convenience for those travelling with vehicles. Many rentals are equipped with air conditioning to ensure comfort during warmer months, and coffee and tea makers are also commonly found, great for a warm beverage at any time.
When is the best time to visit Dexter for a holiday rental?
The best time to visit Dexter for a holiday rental is during the peak season from June to August. This vibrant period attracts families and outdoor enthusiasts eager to take advantage of the warm summer weather. With temperatures typically ranging from the mid-teens to low 30s Celsius, visitors can enjoy a variety of activities such as swimming, fishing, and hiking in the picturesque surroundings.

July is particularly popular, when the town buzzes with energy and events, providing an excellent opportunity to immerse yourself in the local culture. The beautiful lakes and nature trails are great for those seeking relaxation or adventure, making it an ideal time for families to bond over outdoor activities.

If you're looking for a more budget-conscious visit, consider planning your trip in December. While this month is quieter, it offers a unique charm with opportunities for winter sports and a chance to experience Dexter's cosy atmosphere during the festive season.
How early should I book a Dexter holiday rental?
Book your Dexter holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Dexter?
In Dexter, Maine, visitors can enjoy a quaint small-town atmosphere with several attractions worth exploring. The Dexter Historical Society and Museum offers insights into the town's rich history and showcases local artefacts. Nature enthusiasts can take advantage of the nearby Lake Wassookeag, which provides opportunities for fishing, boating, and picnicking. The area also features beautiful walking trails that are great for outdoor activities. For those interested in local culture, the annual Dexter Daze festival presents a lively celebration with various events, vendor booths, and entertainment, drawing both residents and visitors alike.
Can I change or cancel my Dexter home rental booking on Vrbo?
To find Dexter holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Dexter holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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