Castine vacation rentals

We found 435 vacation rentals — enter your dates for availability

Discover a selection of 17 homes and other vacation rentals in Castine that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the amenities you expect for your stay, which might include parking and a garden. No matter what you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Castine

Showing deals for:Jun 12 - Jun 19

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, (6 reviews)
Exceptional
(6 reviews)

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

Stockton Springs

8% off
Price is $403
$2,819 for 7 nights
All fees included
Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity

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Find out more about Castine

Why visit Castine

  • Stunning Coastal Scenery: Enjoy breathtaking views along the picturesque Castine Harbor and the rugged Maine coastline.
  • Outdoor Adventures: Engage in activities like kayaking with Castine Kayak Adventures and explore parks for nature experiences.
  • Rich History: Discover the town's historical sites and immerse yourself in its fascinating maritime heritage.
  • Live Music Events: Experience local culture through vibrant live music performances that connect you with the community.
  • Diverse Accommodations: Choose from charming vacation homes, cozy cottages, and convenient apartments tailored to your needs.

Popular types of accommodation in Castine

If you're planning a getaway to Castine, the next exciting step is selecting your perfect accommodation. From charming houses and cozy cottages to convenient apartments, Castine offers a variety of rentals to suit every traveler's needs. Explore our selection of Castine rentals, including bedroom cottages and vacation home rentals, to find the ideal place for your stay.

  • Houses: The top choice for travelers to Castine, offering spacious accommodations perfect for families or groups.
  • Cottages: A charming alternative, these cozy retreats provide a warm, inviting atmosphere for your getaway.
  • Apartments: Ideal for couples or solo travelers, apartments offer convenience and comfort in a home-like setting.
  • Cabins: Perfect for nature enthusiasts, cabins provide a rustic experience amidst the beautiful surroundings.
  • Condos: A modern option that combines amenities with a prime location for exploring Castine.**

Top attractions in and around Castine

Castine, Maine, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal vacation spot. Visitors can explore the picturesque Castine Harbor and enjoy activities like kayaking with Castine Kayak Adventures. The area features beautiful parks, including national and urban options, perfect for experiencing local culture and nature. Don't miss out on live music events to enrich your trip and connect with the community.

  • Main Street: Experience the vibrant heart of Castine with charming shops, cafes, and a lively atmosphere. Stroll along this picturesque street and enjoy local culture and community life.
  • Belfast Harbor: Just 11 miles from Castine, this scenic harbor offers stunning views, sandy beaches, and a serene coastal vibe, perfect for relaxing and enjoying nature.
  • Castine Historical Society: Delve into the rich history and culture of Castine at this engaging museum, featuring exhibits that showcase the town's heritage and local stories.

Things to do recommended for couples

For a romantic getaway in Castine, explore the charming waterfront with a leisurely stroll, enjoy a sunset sail on Penobscot Bay, or savor a candlelit dinner at a local seafood restaurant. Don't forget to visit the historic architecture that adds to the town's enchanting atmosphere.

Things to do recommended for families

Families can explore the picturesque Castine Harbor, enjoy a picnic at the scenic waterfront park, or take a guided tour of the historic forts. Don’t miss the chance to go kayaking in the calm waters, creating unforgettable memories together.

Things to do recommended for groups

Groups visiting Castine can enjoy a guided tour of historic Fort George, explore the charming streets lined with 19th-century architecture, and take a scenic boat trip around Penobscot Bay for breathtaking views and possible wildlife sightings.

*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 planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to refine your search based on your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Castine with a group: Think about how many bedrooms you require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and more on Vrbo.
  • Traveling to Castine with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to Castine: For many families, a trip wouldn't be the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Castine: If you're searching for vacation rentals that offer special rates 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 options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Castine

Castine, Maine, offers an unforgettable vacation experience with its stunning coastal scenery and rich history. Explore the charming streets of this family-friendly town, take in the breathtaking views along the coast of Maine, and enjoy outdoor adventures at Mayo Point. Nearby, you'll find additional opportunities for relaxing excursions and immersive historical experiences, making Castine the perfect base for a memorable getaway.

  • Harborside: Located 3 miles from Castine, Harborside is a delightful coastal destination that offers breathtaking scenery and outdoor adventures. Known for its beautiful hiking trails, visitors can explore the lush landscapes and enjoy the stunning views of the surrounding nature. The area is home to a national state park and a lovely lake, making it ideal for picnicking and relaxation. Golf enthusiasts will also find a local golf course to enjoy a round while soaking in the picturesque surroundings. Harborside is perfect for those seeking a blend of adventure and tranquility.
  • Belfast: Situated 11 miles from Castine, Belfast is a vibrant city that appeals to outdoor lovers and adventure seekers. The town is surrounded by natural beauty, with access to extensive hiking trails and recreational areas. Visitors can immerse themselves in the scenic views while discovering local wildlife and flora. Belfast is also home to national parks and serene lakes, making it a great spot for kayaking or fishing. With its charming waterfront and artistic community, Belfast offers a unique blend of culture and recreation for all travelers.
  • Brooksville: Just 6 miles away from Castine, Brooksville is a quaint town that invites nature enthusiasts to explore its picturesque landscapes. The town features numerous hiking trails and recreational areas perfect for outdoor activities. Brooksville is surrounded by national parks and beautiful lakes, providing ample opportunities for fishing, boating, and enjoying the great outdoors. The local educational venues also offer insights into the area's natural history and culture. This charming city is a fantastic destination for those looking to reconnect with nature and enjoy a peaceful getaway.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really help, as prices often vary. Additionally, opting for an extended stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash on the full booking amount. Being the organizer has its perks. By joining our One Key rewards program, you can unlock exclusive savings and accumulate OneKeyCash on qualifying stays. Sign up today to start reaping the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area where you can plan new trips, manage your existing plans, or review and organize your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/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 vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation 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 top things to see and do while you're in town? Venture out of your cozy vacation rental and experience everything that makes Castine a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Blue Hill Books (10.3 mi / 16.6 km)
  • Blue Hill Co-op Community Market (10.8 mi / 17.4 km)
  • Cellardoor Winery (16 mi / 25.7 km)
  • Winterport Winery (17.1 mi / 27.5 km)
  • Castline Golf Club (0.3 mi / 0.4 km)
  • Dyce Head Foot Path (1.1 mi / 1.7 km)

Exploring the natural landscape of Castine

Whether you're looking for adventure or just want to appreciate the scenery, Castine is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Acadia National Park (26.2 mi / 42.2 km)
  • Long Cove (6.7 mi / 10.8 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)
  • Swan Lake (14.5 mi / 23.4 km)

Traveling 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 center. If you're unable to find a flight that fits your schedule, 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, Maine, United States of America when booking a vacation rental?
In Castine, Maine, a charming coastal town, a popular area to stay is along the waterfront. This picturesque neighborhood offers stunning views of the harbor and is within walking distance to several attractions. Visitors can enjoy the serene beauty of the nearby Castine Golf Club, which boasts a scenic course, as well as the historic Fort George, where you can explore the remnants of early American fortifications.

Another delightful area to consider is the historic district, where quaint streets are lined with beautiful 19th-century homes. This neighborhood is close to the town's local shops and cafes, allowing guests to immerse themselves in the local culture. Here, you can also visit the Maine Maritime Academy, which provides insight into the region's maritime heritage.
How much does it cost to rent a vacation home in Castine?
Prices for vacation 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 vacation 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, travelers should explore the picturesque waterfront areas along Penobscot Bay. The neighborhoods near the historic downtown offer charming vacation rentals with stunning views of the water, often featuring amenities such as spacious decks, outdoor dining areas, and fully equipped kitchens, superb for families or groups looking to enjoy a relaxing coastal retreat.

Properties along the shore provide easy access to the beach, and many come with private docks or moorings, making it convenient for those who want to bring a boat or kayak. Additionally, the nearby Castine Golf Club offers a great recreational option for golf enthusiasts looking to enjoy the scenic landscape while spending their days on the course.

The area is also rich in history, with proximity to local attractions like the Castine Historical Society, which adds cultural depth to your stay. Rentals in this area often feature cozy living spaces with fireplaces, comfortable furnishings, and sometimes even access to community amenities like pools or tennis courts, ensuring a comfortable and enjoyable experience for all visitors.
What is the most popular type of vacation rental accomodation in Castine?
In Castine, vacation houses are the most popular type of rental, with around 10 available throughout the area. These houses provide ample space and typically feature multiple bedrooms, fully equipped kitchens, and cozy living areas, making them ideal for families or groups. Additionally, there are several cottages, condos, and apartments offered, each providing a unique charm. Many of these rentals include outdoor spaces where guests can enjoy the scenic views of the surrounding landscape.
Are there any family house rentals in Castine?
In Castine, Maine, families will find a selection of around 13 vacation rentals that cater to their needs. This charming coastal town, known for its historic architecture and beautiful waterfront, offers various homes that provide ample space for gatherings. Many properties feature essentials like fully equipped kitchens, spacious living areas, and outdoor spaces ideal for children to play.

Visitors can enjoy proximity to local attractions such as the picturesque Castine Harbor and the nearby Maine Maritime Academy, as well as access to outdoor activities like hiking and kayaking. The serene environment and welcoming atmosphere make it a great choice for families seeking a memorable getaway.
Can I find long-stay vacation rentals in Castine?
A long-stay vacation rental in Castine is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Castine?
In Castine, travelers can find a variety of pet-friendly house rentals, with around eleven options available. The area is known for its picturesque coastal views and charming New England architecture. Many of these vacation homes come equipped with amenities such as spacious living areas, modern kitchens, and outdoor spaces for relaxation. Some properties may also feature waterfront access or private gardens, providing a friendly space for both guests and their pets.

Castine is home to various parks and natural areas that are great for pet owners. The picturesque waterfront along the Penobscot Bay offers scenic walking paths, while nearby areas like the Castine Town Common provide open spaces for pets to play and enjoy the outdoors. Additionally, the historic charm of the town, with its quaint streets and local shops, creates a delightful backdrop for a vacation with pets. See all pet-friendly rentals in Castine.
Are there any remote work vacation rentals in Castine?
In Castine, Maine, there are numerous vacation rentals available for remote work, with around 21 options to choose from. This picturesque coastal town offers a serene environment ideal for productivity, along with the charm of historic architecture and beautiful waterfront views. Most properties are equipped with essential amenities such as high-speed internet and Wi-Fi, ensuring a reliable connection for remote work. Many rentals also feature comfortable workspaces, cozy living areas, and fully equipped kitchens, allowing for a comfortable stay while balancing work and leisure.

Travelers can enjoy the scenic surroundings, with opportunities for outdoor activities such as hiking, kayaking, and exploring local beaches during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Castine vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Castine with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature outdoor decks or patios, providing a superb spot to relax and enjoy the coastal views. Onsite parking is commonly available, making it convenient for travelers with vehicles. Additionally, most rentals come with coffee and tea makers, ensuring guests can start their mornings with a warm beverage.
When is the best time to visit Castine for a vacation rental?
The peak season for visiting Castine runs from June to August, with July being the most popular month for vacation rentals. During this vibrant period, travelers flock to the charming coastal town to revel in its picturesque scenery and partake in a variety of outdoor activities. With warm temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, it's an ideal time for sailing, kayaking, and exploring the beautiful waterfront.

Visitors in July can enjoy lively community events, art shows, and the delightful local cuisine, all while soaking up the sun and the stunning views of Penobscot Bay. The pleasant summer weather makes it superb for leisurely strolls through the quaint streets, where historic homes and gardens invite exploration.

For those looking for more budget-friendly options, consider planning your trip in December. While this month may be less popular, it offers a unique charm with winter landscapes and a peaceful atmosphere, superb for cozying up in a vacation rental. You can still enjoy the beauty of Castine, perhaps with a brisk walk along the shore or a chance to experience the town's festive holiday spirit.

Ultimately, the best time to visit Castine hinges on your preferences—whether you want the vibrant energy of summer or the tranquil beauty of winter.
How early should I book a Castine vacation rental?
Book your Castine vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Castine, Maine, United States of America?
In Castine, Maine, visitors can enjoy a variety of attractions that showcase the town's rich history and natural beauty. The picturesque waterfront area provides stunning views of Penobscot Bay, where travelers can often find spots to relax or enjoy water activities. Nearby, the historic Castine Common features charming homes and gardens, superb for leisurely strolls.

The town is also home to the Maine Maritime Academy, where visitors can learn about maritime history and education. Exploring the local shops and cafes in the quaint downtown area offers a taste of local culture and cuisine.

For those interested in history, the Castine Historical Society provides insight into the town's past, while Fort George, a historical site, offers scenic views and a glimpse into the area's military history.
Can I change or cancel my Castine home rental booking on Vrbo?
To find Castine vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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