Castine holiday lettings

We found 465 holiday rentals — enter your dates for availability
Select from 22 homes, 13 cottages and other holiday rentals in Castine to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include a pool and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Castine

Showing deals for:2 Oct - 9 Oct

Image gallery for Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity

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10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity

Stockton Springs

7% off
Price is £2,319
for 7 nights, 1 room
£331 per night
includes taxes & fees
Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity

Find spaces that suit your style

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    Enjoy full kitchens, pools, gardens and more

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Why visit Castine

  • Picturesque waterfront: Enjoy stunning views of Castine Harbour, perfect for leisurely walks and reflection.
  • Historic landmarks: Explore the rich maritime heritage at the Castine Historical Society and other historic sites.
  • Outdoor adventures: Discover serene trails and natural beauty, especially around the Dyce Head Lighthouse.
  • Charming local eateries: Dine al fresco at inviting restaurants, soaking in the tranquil atmosphere.
  • Quaint neighbourhoods: Stroll through historic streets and experience the unique character of this coastal town.

Popular types of accommodation in Castine

Nestled along the picturesque coast of Maine, Castine offers a charming blend of history and natural beauty. Visitors can explore stunning waterfront views, historic landmarks like the Castine Historical Society, and the serene trails of the Dyce Head Lighthouse. For your stay, the most popular accommodation options include houses, cosy cottages, and inviting apartments, ensuring a perfect retreat in this enchanting town.

  • Houses: These spacious and comfortable properties are the top choice for visitors looking to enjoy a homely atmosphere during their stay in Castine.
  • Cottages: Quaint and charming, cottages offer a delightful retreat close to nature, perfect for a relaxing getaway.
  • Apartments: Ideal for those seeking convenience, apartments provide a modern living space with essential amenities.
  • Cabins: Rustic and cosy, cabins allow guests to immerse themselves in the scenic beauty of the area.
  • Condos: Offering a blend of luxury and comfort, condos are a popular choice for those wanting a more upscale experience.**

Top attractions in and around Castine

Castine, Maine, is a charming destination perfect for those seeking outdoor adventures and stunning scenery. Visitors can explore the picturesque Castine Harbour, enjoy leisurely strolls in local parks, or delve into the rich culture of this historic coastal town. With its blend of natural beauty and cultural experiences, Castine offers a unique getaway for travellers looking to immerse themselves in the tranquil allure of Maine.

  • Main Street: A lively thoroughfare in Castine, Main Street offers a charming blend of local shops, cafes, and historical architecture, perfect for a leisurely stroll while soaking in the small-town atmosphere.
  • Dyce Head Lighthouse: This historic lighthouse stands as a sentinel over the coast, rich in maritime history and providing stunning views of the surrounding waters, ideal for those intrigued by culture and coastal heritage.
  • Belfast City Park: Although 16km from Castine, this urban park features beautiful walking trails, playgrounds, and picnic areas, making it a delightful spot for families to enjoy the great outdoors.

Things to do recommended for couples

For a romantic getaway in Castine, stroll along the picturesque waterfront, explore the charming streets hand in hand, and indulge in a candlelit dinner at a local bistro. Don't miss the breathtaking views from Dyce Head Lighthouse, perfect for a memorable sunset together.

Things to do recommended for families

Families can explore the picturesque Penobscot Bay, take a scenic walk along the historic Castine waterfront, or enjoy a delightful picnic at the charming Grindle Point Lighthouse. Don’t miss the chance to discover local marine life at the nearby Maine Maritime Academy’s waterfront.

Things to do recommended for groups

Groups visiting Castine can enjoy a guided tour of the historic Fort George, followed by a scenic walk along the picturesque waterfront. For a unique experience, consider a whale-watching excursion or a group kayaking adventure to explore the beautiful coastal waters and nearby islands.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Castine

When travelling with a group, family, or pets, or if you're seeking longer stays, it's essential to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Castine with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Castine with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Castine: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Castine: If you're in search of holiday rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Castine

Castine, Maine, is a charming coastal town that offers a delightful blend of history and natural beauty. Visitors can enjoy scenic views along the waterfront, explore the rich maritime heritage, and relax in the idyllic surroundings. With outdoor seating options at local eateries, families and adventurers alike can immerse themselves in the serene atmosphere. Whether it's strolling through historic streets or embarking on outdoor excursions, Castine promises an enriching experience for all who visit.

  • Belfast: Located 18km from Castine, Belfast is a charming city that draws visitors with its stunning outdoor scenery and adventurous spirit. The area is renowned for its beautiful hiking trails and expansive recreational areas, making it an ideal spot for nature lovers. Explore the nearby national and state parks, where you can immerse yourself in the lush landscapes and perhaps enjoy a tranquil day by the lake. Belfast’s picturesque waterfront offers delightful dining options and unique shops, perfect for a leisurely afternoon.
  • Harborside: Just 5km from Castine, Harborside is a quaint city that promises an exciting outdoor experience. Visitors flock to this area for its stunning views and opportunities for adventure, such as hiking trails that wind through scenic landscapes. Golf enthusiasts will also find excellent courses to enjoy. With its proximity to national and state parks, as well as serene lakes, Harborside is a perfect destination for those looking to connect with nature and indulge in recreational activities.
  • Brooksville: Situated 10km from Castine, Brooksville offers a delightful blend of outdoor adventure and stunning scenery. This city is a haven for hikers and those seeking recreational areas, with numerous trails to explore. The local education sites add a unique touch to your visit, while the nearby national and state parks provide breathtaking vistas and a chance to relax by the lakes. Brooksville’s tranquil atmosphere makes it an excellent choice for a peaceful getaway or a day of exploration.

Best time to go to Castine

If you're planning a trip to Castine, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January23.5°F (-4.7°C)Light RainMostly CloudyModerately LowSlightly Low
February24.6°F (-4.1°C)Light RainMostly CloudyAverageSlightly Low
March31.5°F (-0.3°C)Light RainMostly CloudyAverageSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyAverageAverage
May52.5°F (11.4°C)Light RainMostly SunnyAverageAverage
June60.1°F (15.6°C)Light RainMostly SunnyModerately HighSlightly High
July67.1°F (19.5°C)Light RainMostly SunnyModerately HighSlightly High
August66.6°F (19.2°C)Light RainMostly SunnyModerately HighSlightly High
September60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
October50.5°F (10.3°C)Light RainMostly SunnyAverageAverage
November39.2°F (4.0°C)Light RainMostly SunnyModerately LowAverage
December30.4°F (-0.9°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in substantial savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new trips, revisit your existing plans, or manage your bookings effectively. Your saved or booked properties are thoughtfully categorised into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to adventurous Castine

The beaches and forests create a pretty picture of Castine. Well known for its golfing, hiking and university setting, this walkable city won't disappoint. 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 Castine

Are you looking for attractions to see in the city? Venture out of your cosy holiday rental and experience everything that makes Castine a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cellardoor Winery (16 mi / 25.7 km)
  • Perry's Nut House (9.1 mi / 14.6 km)
  • Bucksport Golf Club (14.3 mi / 23 km)
  • Stonington Sea Products (16.6 mi / 26.7 km)
  • Winterport Winery (17.1 mi / 27.5 km)
  • Castline Golf Club (0.3 mi / 0.4 km)

Exploring the natural landscape of Castine

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

  • Acadia National Park (26.2 mi / 42.2 km)
  • Belfast City Park (9.8 mi / 15.7 km)
  • Toddy Pond (12.3 mi / 19.7 km)
  • Lincolnville Beach (12.7 mi / 20.4 km)
  • Barred Island Preserve (14 mi / 22.5 km)
  • Swan Lake (14.5 mi / 23.4 km)

Travelling to and around Castine

Fly into Bar Harbor, ME (BHB-Hancock County - Bar Harbor), the closest airport, located 22 mi (35.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Rockland, ME (RKD-Knox County Regional), which is 26.9 mi (43.3 km) away.

Frequently asked questions

What is the best area to stay in Castine when booking a holiday rental?
When considering the best area to stay in Castine, Maine for a holiday rental, the charming village of Castine itself is an excellent choice. This picturesque coastal community is known for its rich maritime history and stunning waterfront views. The area boasts a variety of properties, ranging from quaint cottages to elegant homes, allowing visitors to find the great accommodation to suit their needs.

One of the top attractions in Castine is the historic Fort George, which offers a fascinating glimpse into the area's historic past. Visitors can explore the well-preserved ruins and enjoy lovely views of the Penobscot River. Another must-see is the Castine Historical Society, where you can delve into the local heritage and learn about the town's significance during the American Revolution.

Additionally, Castine is surrounded by beautiful natural scenery, making it ideal for outdoor enthusiasts. The nearby waterfront and local parks provide ample opportunities for kayaking, hiking, and enjoying the fresh sea air.
How much does it cost to rent a holiday home in Castine?
Prices for holiday rentals in Castine 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 Castine 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 Castine holiday house rentals?
You can find great discounts on house rentals in Castine 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 Castine?
For renting a beach house in Castine, Maine, the waterfront area along the Penobscot Bay is ideal. This picturesque coastal town offers properties with stunning views of the bay and easy access to the beach. Look for rentals near the Castine Golf Club, where charming houses often come equipped with amenities such as private decks, outdoor dining areas, and fully fitted kitchens, making them superb for families or groups looking to enjoy seaside living.

Another great area is along the shores near the Castine Historic District. Here, you can find quaint cottages and larger homes that blend historic charm with modern comforts. Many of these properties feature spacious living areas, gardens, and even proximity to local attractions like the historical sites and museums in town. Some rentals may also include kayaks or beach gear for guests to explore the bay.

Additionally, the nearby Wadsworth Cove offers a more secluded beach experience, with properties that provide direct beach access. Rentals in this area often come with outdoor showers, fire pits, and stunning sunset views, ensuring a relaxing stay.
What is the most popular type of holiday rental accomodation in Castine?
In Castine, holiday houses are the most popular type of holiday rental, with around 40 available across the charming coastal town. These rentals typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas, great for families or groups looking to enjoy the picturesque surroundings. Cottages are also quite common, numbering about 28, offering a quaint atmosphere with a homely feel, often including amenities like fireplaces and outdoor seating for relaxing after a day of exploring. Additionally, there are approximately 12 condos available, which usually come with modern conveniences, including pools and fitness facilities.
Are there any family house rentals in Castine?
In Castine, Maine, there are some family-friendly house rentals available, with around 13 options to choose from. This charming coastal town offers a picturesque setting for families, with homes often featuring spacious living areas, fully equipped kitchens, and outdoor spaces for children to enjoy. Many properties come with amenities such as Wi-Fi, laundry facilities, and sometimes even outdoor seating areas superb for family gatherings.

Visitors to Castine can explore nearby attractions like the historic Castine Golf Club, which is ideal for those looking to enjoy a round of golf amid stunning views. The town's waterfront also provides opportunities for boating and kayaking, while the serene beaches are great for a day of relaxation.
Can I find long-stay holiday rentals in Castine?
A long-stay holiday rental in Castine 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 Castine?
In Castine, there are several pet-friendly house rentals available, with a total of 11 options to choose from. Many of these properties are situated within walking distance of the picturesque waterfront, allowing easy access to the stunning views of Penobscot Bay. Travellers can expect a variety of amenities, including fully equipped kitchens, spacious living areas, and outdoor spaces such as porches or decks where pets can enjoy the fresh air.

The charming historical district of Castine is particularly appealing, offering a quaint atmosphere with its well-preserved architecture and local shops. Additionally, nearby parks and coastal trails provide excellent opportunities for dog walks and outdoor exploration.
Are there any remote work holiday rentals in Castine?
In Castine, Maine, there are a variety of remote work holiday rentals available, with around 84 options for those looking to blend work and leisure. The picturesque coastal town offers a serene environment, ideal for productivity while enjoying the beauty of the area. Many properties come equipped with essential amenities such as reliable Wi-Fi, ensuring seamless connectivity for remote work. Some accommodations also provide additional comforts like spacious desks, comfortable seating areas, and access to public spaces with free Wi-Fi.

The town's charming atmosphere is complemented by its historical sites, including the Castine Lighthouse and the nearby Fort George, offering opportunities for relaxation and exploration during breaks. Additionally, the scenic waterfront and local parks provide a great backdrop for outdoor activities after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Castine holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Castine 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 Castine?
In Castine, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and decks or patios for enjoying the beautiful coastal scenery. Many properties also feature onsite parking for convenience, alongside essentials such as coffee and tea makers to ensure a comfortable stay.
When is the best time to visit Castine for a holiday rental?
The peak season for visiting Castine is between June and August, with July being the most popular month. This vibrant period draws travellers, eager to embrace the natural beauty and coastal charm that Castine offers. Warm weather and longer days create the ideal setting for outdoor activities such as kayaking, sailing, and exploring the picturesque town with its historic sites.

During these summer months, temperatures typically range from 15 to 25 degrees Celsius, providing an inviting climate for leisurely strolls along the waterfront or enjoying a meal at one of the local seafood restaurants. The bustling atmosphere is complemented by community events, art shows, and outdoor concerts, making it an exciting time for visitors.

If you're looking for a more budget-friendly option, consider visiting in December. While this month falls into the low season, it offers a unique and peaceful experience as Castine transforms into a winter wonderland. Enjoying the tranquillity of the town, along with opportunities for winter walks and local holiday festivities, can be quite enchanting.

Ultimately, your choice of when to visit Castine will depend on whether you prefer the lively summer scene filled with outdoor adventures or the serene beauty of winter's embrace.
How early should I book a Castine holiday rental?
Book your Castine 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 Castine?
In Castine, Maine, visitors can enjoy a range of attractions that highlight the town's rich history and stunning coastal scenery. The Castine Historic District features beautifully preserved 18th and 19th-century buildings, with sites like the Castine Town Common and the impressive Fort George, which offers picturesque views of Penobscot Bay.

For nature enthusiasts, the nearby Maine Maritime Academy provides scenic walking trails along the waterfront, and the surrounding area is ideal for kayaking and sailing. The Castine Golf Club, set on a hillside, offers a charming course with breathtaking views of the bay, making it a delightful spot for golfers.

Additionally, the picturesque waterfront and local shops create a quaint atmosphere, great for leisurely strolls.
Can I change or cancel my Castine home rental booking on Vrbo?
To find Castine 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 Castine 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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