Dexter holiday lettings

We found 60 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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Find out more about Dexter

Find out more about Dexter

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)
  • Eaton Mountain (24.1 mi / 38.8 km)
  • JW Parks Golf Course (16.6 mi / 26.8 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:

  • Sebasticook Lake (11.4 mi / 18.4 km)
  • Whetstone Pond (18.6 mi / 29.9 km)
  • Barrows Falls Trail (19.4 mi / 31.3 km)
  • Lake Wassookeag (1 mi / 1.7 km)
  • Great Moose Lake (13 mi / 21 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, a popular area to stay is near the picturesque downtown district. This charming area offers a selection of properties, providing visitors with a variety of options to suit different preferences and budgets. Staying in the downtown area places you within walking distance of local shops, cafes, and restaurants, allowing you to immerse yourself in the community's warm atmosphere.

One of the top attractions nearby is the beautiful Dexter Lake, where you can enjoy a range of outdoor activities, including fishing, kayaking, and hiking along the scenic trails that surround the water. Additionally, the Dexter Historical Society offers fascinating insights into the region's rich history, making for an interesting visit.
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, Maine, the area surrounding Lake Wassookeag is an excellent choice. This picturesque lake offers a variety of holiday rentals, including charming cottages and spacious family homes with direct access to the water. Many properties in this vicinity come equipped with amenities such as private docks, outdoor grilling areas, and fire pits, making them ideal for families or groups looking to enjoy lakeside living.
Where are the best Dexter ski resort rentals?
For ski resort rentals near Dexter, Maine, travellers should look towards the areas surrounding the nearby Hermon Mountain and the greater Bangor region, which is about a half-hour drive away. In Hermon, visitors can find a selection of rental properties that cater to skiing enthusiasts, including charming cabins and spacious homes. Many of these accommodations come equipped with amenities such as large living areas, fully stocked kitchens, and outdoor spaces great for après-ski relaxation.

In the Bangor area, which serves as a hub for various outdoor activities, you can discover additional options for rentals that are within a reasonable distance to Hermon Mountain. These properties often feature modern comforts, including Wi-Fi, heating, and some may even have fireplaces for cosy evenings after a day on the slopes.
What is the most popular type of holiday rental accomodation in Dexter?
In Dexter, a variety of holiday rental options are available, with cabins, apartments, holiday houses, and cottages all being quite popular—each type of accommodation is available in several quantities throughout the area. Cabins often provide a rustic charm, featuring amenities like fully equipped kitchens, comfortable living areas, and outdoor spaces ideal for enjoying the scenic surroundings. Apartments typically offer modern conveniences, making them suitable for couples or solo travellers seeking a more urban feel. Holiday houses and cottages tend to be spacious and family-friendly, equipped with multiple bedrooms and private gardens, superb for those looking to gather and relax after a day of exploring the beautiful landscapes of Maine.
Are there any family house rentals in Dexter?
In Dexter, Maine, there are several family-friendly holiday rentals available, making it an excellent choice for those looking to enjoy a getaway with loved ones. The area features a variety of homes that often come with spacious living rooms, fully equipped kitchens for convenient meal preparation, and outdoor spaces where children can play or families can gather.
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 a great destination for travellers who wish to bring their furry companions along. Many of these holiday homes come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can roam freely. Expect options that feature decks or patios, superb for enjoying the fresh Maine air after a day of exploring.
Are there any remote work holiday rentals in Dexter?
In Dexter, Maine, there are several holiday rentals suitable for remote work. These properties typically offer essential amenities such as Wi-Fi and dedicated desk spaces, allowing travellers to maintain productivity while enjoying their stay. The tranquil setting of Dexter, with its picturesque lakes and natural scenery, makes it an ideal location for those looking to balance work and leisure. Additionally, the area features outdoor activities like hiking and fishing, providing great opportunities to unwind after a day of remote work. 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, Maine, holiday rentals typically feature a range of amenities that cater to the needs of visitors. Most properties include essential facilities such as kitchens equipped with cookware, dishware, and utensils, allowing guests to prepare their own meals. Additionally, many rentals provide microwaves and coffee makers, which enhance the convenience of staying in.
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.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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