Wiscasset holiday lettings

We found 806 holiday rentals — enter your dates for availability

Select from 31 homes, 10 cottages and other holiday rentals in Wiscasset to find one that's perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as parking and a TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Head to the secluded city of Wiscasset

The forests and island views create a pretty picture of Wiscasset. This welcoming and relaxing city is well known for its hiking, seafood restaurants and kayaking. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Wiscasset

Do you want to discover attractions to visit in the area? Venture out of your cosy holiday rental and experience everything that makes Wiscasset a fun place to get away to. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Boothbay Golf Course (8.9 mi / 14.3 km)
  • Maine State Aquarium (11.1 mi / 17.9 km)
  • Pemaquid Craft Co-op (12.1 mi / 19.4 km)
  • Brunswick Golf Course (17.2 mi / 27.6 km)
  • Paddleworks (22.9 mi / 36.9 km)

Exploring the natural landscape of Wiscasset

Whether you're looking for fun outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Wiscasset. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Coastal Maine Botanical Gardens (9 mi / 14.5 km)
  • Cabbage Island (11.5 mi / 18.5 km)
  • Juniper Point (11.5 mi / 18.6 km)
  • Pemaquid Beach Park (11.6 mi / 18.7 km)
  • Thomas Point Beach (13.5 mi / 21.8 km)
  • Pemaquid Point Lighthouse Park (13.9 mi / 22.4 km)

How to get to and around Wiscasset

The nearest airport is in Wiscasset, ME (ISS), located 3.6 mi (5.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Augusta, ME (AUG-Augusta State), which is 22.7 mi (36.5 km) away.

Frequently asked questions

What is the best area to stay in Wiscasset when booking a holiday rental?
When considering a holiday rental in Wiscasset, Maine, a popular area to stay is the vicinity around the historic downtown. This charming area boasts a variety of properties, from quaint cottages to more modern accommodations, suiting different tastes and budgets. Staying here places you within walking distance of delightful attractions such as the Wiscasset Waterfront, where you can enjoy picturesque views of the Sheepscot River, and the renowned Red's Eats, famous for its lobster rolls.

Another excellent option is near the Wiscasset Village, which is rich in history and character. Here, the streets are lined with beautifully preserved 18th and 19th-century buildings, and you can easily explore the local shops and galleries. Nearby, the Maine Maritime Museum offers insights into the region's seafaring history, making it a worthwhile visit during your stay.
How much does it cost to rent a holiday home in Wiscasset?
Prices for holiday rentals in Wiscasset 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 Wiscasset 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 Wiscasset holiday house rentals?
You can find great discounts on house rentals in Wiscasset 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 Wiscasset?
For renting a beach house in Wiscasset, consider the picturesque waterfront along the Sheepscot River. The areas near the Wiscasset waterfront and the scenic Route 1 offer charming holiday rentals with beautiful views of the river and easy access to the shoreline. Many properties in this region come with amenities such as private decks, outdoor grills, and fully equipped kitchens, ideal for families seeking a relaxing getaway.

Further along the coast, the nearby area of Newagen provides additional options, where you can find quaint cottages that often feature amenities like fireplaces and spacious living areas, superb for unwinding after a day of exploring. This neighbourhood is also close to local attractions such as the Newagen Seaside Inn and the Southport Island area, offering convenience and a taste of local charm.

Additionally, the nearby Boothbay Region is a short drive away, known for its stunning coastal scenery and a variety of outdoor activities. Rentals in this area often include access to kayaks or bicycles, allowing guests to explore the beautiful coastline and nearby islands.
Where are the best Wiscasset ski resort rentals?
For those seeking ski resort rentals near Wiscasset, the closest area to consider is Sugarloaf, located a little over an hour's drive to the northwest. In the vicinity of Carrabassett Valley, which serves as a gateway to Sugarloaf, travellers can find a variety of rental options, including cosy chalets and spacious condos. Many of these properties come equipped with amenities such as full kitchens, ski storage, and cosy living areas, great for unwinding after a day on the slopes.

Additionally, the nearby town of Kingfield offers further accommodation opportunities, where travellers can expect charming lodges and cabins, often featuring fireplaces and scenic views of the surrounding mountains. These rentals typically provide convenient access to local dining options and outdoor activities year-round.

While the focus is on skiing, the region is also known for its beautiful hiking trails and stunning natural scenery, making it an ideal destination for those who enjoy both winter sports and outdoor exploration.
What is the most popular type of holiday rental accomodation in Wiscasset?
In Wiscasset, holiday houses are the most popular type of holiday rental, with around 100 available throughout the charming coastal town. These properties often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many holiday houses also come with outdoor spaces, such as decks or gardens, where guests can relax and enjoy the picturesque surroundings. Additionally, there are about 36 cottages, which provide a quaint and cosy atmosphere, often located near the waterfront. For those seeking a more compact option, approximately 24 apartments are available, typically offering essential amenities and a comfortable living space.
Are there any family house rentals in Wiscasset?
In Wiscasset, Maine, there are numerous family-friendly house rentals available, with around 27 options throughout the area. This charming coastal town, known for its picturesque waterfront and historic architecture, offers a wonderful backdrop for family getaways. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play or for enjoying summer barbecues.

Visitors will find amenities such as Wi-Fi, air conditioning, and sometimes even access to kayaks or bicycles for exploring the nearby coastline. The locale is conveniently located near attractions like the Wiscasset Village, with its quaint shops and restaurants, as well as the scenic waterfront at the Sheepscot River.

For families looking to immerse themselves in local culture, the famous Red's Eats lobster shack is nearby, providing a taste of Maine's renowned seafood.
Can I rent a holiday home with a pool or hot tub in Wiscasset?
In Wiscasset, there are several holiday homes available for rent that feature pools and hot tubs, providing a relaxing retreat in this charming coastal town. Many properties are located near the waterfront, offering picturesque views and easy access to local attractions. Travellers can expect amenities such as outdoor pools, private hot tubs, spacious decks for sunbathing, and fully equipped kitchens, making these homes ideal for families or groups looking to unwind after a day of exploring. The area also boasts beautiful gardens and outdoor seating areas, superb for enjoying the serene Maine evenings.
Can I find long-stay holiday rentals in Wiscasset?
A long-stay holiday rental in Wiscasset 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 Wiscasset?
In Wiscasset, there are pet-friendly house rentals available, with about 14 options to choose from. Many of these properties offer amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, making them suitable for families and groups.

The town itself is known for its picturesque coastal scenery and charming historic district, where visitors can explore local shops and eateries. Additionally, Wiscasset's proximity to the waterfront provides opportunities for outdoor activities with pets, including walks along the scenic shores of the Sheepscot River. The surrounding areas also feature parks and nature spots, ideal for enjoying time outdoors with your furry companions.
Are there any remote work holiday rentals in Wiscasset?
In Wiscasset, Maine, there are numerous options for remote work holiday rentals, with around 164 available in the area. This charming town, known for its picturesque waterfront and historic architecture, offers a variety of properties suitable for those looking to combine work and leisure. Many rentals come equipped with essential amenities such as reliable Wi-Fi, dedicated workspaces, and comfortable living areas to ensure a productive environment.

You'll find a mix of accommodations ranging from cozy cottages to larger homes, often featuring fully equipped kitchens, outdoor spaces for relaxation, and proximity to local attractions like the Wiscasset Waterfront and nearby lighthouses. The surrounding areas provide plenty of opportunities for exploration during breaks, including scenic coastal walks and visits to local shops and restaurants. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wiscasset holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wiscasset 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 Wiscasset?
In Wiscasset, popular rental amenities include kitchens, which allow guests to prepare their own meals, and outdoor spaces such as decks or patios for enjoying the scenic surroundings. Onsite parking is also a common feature, making it convenient for those travelling by car. Additionally, many rentals are equipped with coffee and tea makers, ensuring guests can start their day with a warm beverage while taking in the lovely views.
When is the best time to visit Wiscasset for a holiday rental?
The best time to visit Wiscasset for a holiday rental is during the summer months of June to August, with July being particularly popular among travellers. This peak season draws visitors keen to explore the stunning coastal scenery, indulge in fresh seafood, and experience the vibrant local culture. The warm, pleasant temperatures, typically ranging from 15 to 25 degrees Celsius, make it an ideal time for outdoor activities such as boating, kayaking, and exploring the picturesque waterfront.

In July, you'll find Wiscasset bustling with activity, from lively arts and crafts fairs to charming farmers' markets showcasing local produce. The atmosphere is lively, providing ample opportunities for socialising and enjoying the unique charm of this coastal town.

For those seeking a more budget-friendly option, consider visiting in November. This quieter month allows for a more intimate experience of Wiscasset, with the stunning autumn colours providing a beautiful backdrop for leisurely walks and scenic drives along the coast. The tranquility of this time can enhance your connection to the region's natural beauty and history.
How early should I book a Wiscasset holiday rental?
Book your Wiscasset 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 Wiscasset?
In Wiscasset, Maine, visitors can enjoy a variety of charming attractions. The historic district features beautifully preserved 18th-century architecture, with highlights including the Wiscasset Village and the iconic Nickels-Sortwell House, which offers a glimpse into the region's maritime past. The waterfront area is superb for leisurely strolls, where you can admire the views of the Sheepscot River and perhaps catch sight of local boats.

Nearby, the Maine Maritime Museum in Bath is a short drive away and provides engaging exhibits about the state's rich maritime history. For those interested in the arts, Wiscasset is home to several galleries showcasing local talent, and the annual Wiscasset Art Walk showcases the town's vibrant creative community.
Can I change or cancel my Wiscasset home rental booking on Vrbo?
To find Wiscasset 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 Wiscasset 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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