Photo by Just Our Passports

Castine holiday lettings

We found 429 holiday rentals — enter your dates for availability

Select from 15 homes, 11 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:5 Dec - 12 Dec
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Castine

Find out more about Castine

Why visit Castine

  • Scenic Outdoor Activities: Enjoy kayaking and exploring the stunning natural beauty of Castine's harbour and nearby lakes.
  • Rich Historical Heritage: Discover historical sites that reflect the town's captivating past and cultural significance.
  • Charming Coastal Atmosphere: Experience the picturesque water views and family-friendly vibe of this delightful coastal town.
  • Diverse Accommodation Options: Choose from a range of private vacation homes, charming cottages, and well-appointed apartments for a relaxing stay.
  • Adventurous Excursions: Venture into nearby regions for further exploration and immersion in Maine’s rich heritage.

Popular types of accommodation in Castine

You’ve set your sights on a trip to Castine, and now the exciting task of finding the perfect accommodation begins. Explore a variety of options, including houses, charming cottages, and well-appointed apartments. With a range of Castine holiday rentals available, you’re sure to discover the ideal spot to relax and unwind during your stay.

  • Houses: The top choice for accommodation in Castine, offering spacious and comfortable stays ideal for families or groups.
  • Cottages: A charming option, these quaint lodgings provide a cosy atmosphere and a touch of local character.
  • Apartments: A practical choice for couples or solo travellers, featuring essential amenities in a more urban setting.
  • Cabins: Embrace the rustic charm of nature with cabins, perfect for a peaceful retreat.
  • Chalets: These picturesque lodgings offer a unique alpine-inspired stay, ideal for a memorable holiday experience.**

Top attractions in Castine

Castine, Maine, is an idyllic destination for outdoor enthusiasts and those seeking stunning scenery. With attractions such as the local harbour and nearby lakes, visitors can indulge in activities like kayaking and exploring the natural beauty of the area. The town offers a blend of culture and adventure, making it perfect for a memorable vacation. Don't miss the chance to immerse yourself in the captivating landscape and partake in various outdoor pursuits while visiting Castine.

  • Maine Maritime Academy: A prestigious institution nestled in Castine, offering a rich maritime culture and history. Visitors can admire the beautiful waterfront campus and learn about marine engineering, navigation, and the academy's role in maritime education.
  • Main Street: The heart of Castine, this charming street features quaint shops, local eateries, and vibrant community life. Strolling along Main Street provides a delightful glimpse into the town's character and offers unique shopping opportunities.
  • Dyce Head Lighthouse: A historic lighthouse that stands as a testament to Maine's maritime heritage. With stunning coastal views, it is perfect for photography and offers a peaceful spot to appreciate the beauty of the surrounding landscape.

Things to do recommended for couples

For a romantic getaway in Castine, indulge in a wine tasting at Cellardoor Winery, just 9.9km away, or savour a delightful meal at Stonington Sea Products, 10.6km distant. For a fun twist, challenge each other at Golfer's Crossing Mini Golf, located 11.8km from your base.

Things to do recommended for families

Families visiting Castine can indulge in sweet treats at Perry's Nut House, just 5.6km away, and enjoy thrilling arcade adventures at the ALLPLaY Family Entertainment Center, located 6.2km away. Both venues offer a delightful atmosphere for family fun and bonding.

Things to do recommended for groups

Groups visiting Castine can enjoy a round of golf at the Castine Golf Club, take a scenic stroll along the Dyce Head Foot Path, and browse the charming selection at Blue Hill Books, located 6.2km away for a delightful local experience.

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

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to apply the appropriate filters to suit 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 areas for group gatherings. Thankfully, you can refine your search for all of these options and more on Vrbo.
  • Traveling to Castine with young kids: Travelling with young children can present its difficulties. It's essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Castine: For many, a family getaway wouldn’t feel complete without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most of these 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 offering discounts 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 as well.

Where to stay near Castine

Castine, Maine, is a charming coastal town offering a delightful mix of outdoor adventures and stunning scenery. With its picturesque water views and family-friendly atmosphere, visitors can explore historical sites and relax in beautiful surroundings. Nearby regions provide opportunities for excursions and further immersion in the area's rich heritage. Whether you're seeking a tranquil retreat or an adventurous getaway, Castine promises a memorable vacation experience.

  • Belfast: Located 6.8km from Castine, Belfast is a charming city known for its stunning outdoor scenery and adventurous spirit. Visitors are drawn to the picturesque waterfront and the vibrant arts scene. Popular activities include exploring the extensive hiking trails and enjoying recreational areas that offer a variety of outdoor pursuits. The nearby landmarks, such as national state parks and serene lakes, provide perfect spots for relaxation and appreciation of nature’s beauty. Belfast is a delightful destination for those looking to immerse themselves in Maine’s natural splendour.
  • Harborside: A mere 1.9km from Castine, Harborside is a quaint city that embodies the essence of coastal Maine. With its breathtaking views and opportunities for outdoor adventures, it’s an ideal spot for nature enthusiasts. Visitors can engage in various activities, including hiking and exploring the local educational offerings. The proximity to national parks and tranquil lakes enhances the travel experience, making Harborside a perfect retreat for those seeking tranquillity and adventure in equal measure.
  • Brooksville: Situated 3.7km from Castine, Brooksville is a picturesque city that invites exploration of its scenic landscapes and outdoor activities. Known for its hiking trails and shopping areas, it offers a blend of adventure and local culture. Visitors can enjoy the natural beauty of the surrounding national parks and lakes, which provide ample opportunities for relaxation and outdoor fun. Brooksville is a charming destination for those wishing to experience the beauty and adventure of Maine’s coastal region.

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 a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review your bookings. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover 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)
  • Castline Golf Club (0.3 mi / 0.4 km)
  • Perry's Nut House (9.1 mi / 14.6 km)
  • Stonington Sea Products (16.6 mi / 26.7 km)
  • Winterport Winery (17.1 mi / 27.5 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 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 a holiday rental in Castine, Maine, the waterfront area is one of the most desirable locations. This picturesque neighbourhood not only offers stunning views of the Penobscot Bay but also allows easy access to charming local attractions. The Castine Historical Society, which showcases the town's rich maritime history, is a must-visit for history enthusiasts. Additionally, the serene beauty of the Castine Golf Club provides a lovely backdrop for leisurely walks or golf outings.

Another excellent option is the area around the town centre, where you'll find a delightful array of shops, cafes, and galleries. This vibrant hub allows you to immerse yourself in the local culture, and it is conveniently located near the scenic Dyce Head Lighthouse, which offers breathtaking coastal views and a glimpse into the region's nautical heritage.
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 picturesque area along the eastern shore near the Castine Town Common is highly recommended. This charming neighbourhood offers easy access to sandy beaches and stunning views of Penobscot Bay. Properties in this region often feature amenities such as spacious decks for outdoor dining, well-equipped kitchens for family meals, and cosy living areas ideal for relaxing after a day by the sea.

Additionally, the waterfront properties near the Castine Golf Club provide a unique blend of seaside charm and recreational opportunities. Many rentals in this area come with private beach access, gardens, and sometimes even kayaks available for guest use, allowing travellers to fully enjoy the coastal lifestyle. The proximity to local attractions, including historic sites and quaint shops, enhances the appeal of this location.
What is the most popular type of holiday rental accomodation in Castine?
In Castine, holiday houses are the most popular type of rental, with around 14 available throughout the area. These homes often feature spacious layouts, multiple bedrooms, and amenities like fully equipped kitchens and outdoor spaces, making them ideal for families or groups looking to enjoy the picturesque coastal scenery. Additionally, there are about 10 cottages that offer a charming, rustic experience, often set in tranquil surroundings. For those seeking a more compact option, several condos and apartments can be found, providing a comfortable stay with essential amenities.
Are there any family house rentals in Castine?
In Castine, Maine, there are numerous family-friendly house rentals available, with around 17 options to choose from. This charming coastal town boasts a rich maritime history and stunning views of Penobscot Bay, making it an excellent spot for families looking to explore. Many of the properties come equipped with spacious living areas, fully stocked kitchens for preparing meals, and outdoor spaces superb for children to enjoy. Common amenities also include Wi-Fi, laundry facilities, and sometimes even private gardens.
Can I rent a holiday home with a pool or hot tub in Castine?
In Castine, there are several holiday homes available for rent that feature pools and hot tubs, offering a delightful option for travellers seeking relaxation during their stay. This picturesque coastal town, known for its historic charm and beautiful waterfront views, provides a tranquil setting for a getaway. Many of the properties come with amenities such as private pools, hot tubs, outdoor seating areas, and fully equipped kitchens, making them ideal for families or groups looking to unwind after a day of exploring the local area.
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, offering a welcoming environment for travellers with furry companions. Many of these properties feature amenities such as spacious gardens, outdoor areas for pets to roam, and fully equipped kitchens for convenient self-catering. The rental homes often come with comfortable living spaces, making them ideal for families or groups looking to enjoy a relaxing getaway.
Are there any remote work holiday rentals in Castine?
In Castine, Maine, there are a number of remote work-friendly holiday rentals available, with around 28 options to choose from. This picturesque coastal town offers a unique blend of charm and tranquillity, making it an ideal spot for those looking to combine work and leisure. Many of these properties feature essential amenities for remote work, including Wi-Fi, dedicated workspaces with desks and chairs, and sometimes even computer monitors to facilitate a productive environment.

Travellers can expect comfortable living spaces with various features that may include fully equipped kitchens, laundry facilities, and outdoor areas for relaxation after a day of work. The serene surroundings provide a great backdrop for focusing on tasks while also allowing for enjoyable breaks, with opportunities for exploring the local area. 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 typically include well-equipped kitchens, which feature essential items such as cookware, dishware, and utensils, allowing guests to prepare their own meals. Many rentals also come with modern conveniences like microwaves, ovens, and refrigerators, enhancing the home-like experience. These amenities are particularly useful for travellers looking to enjoy a comfortable and self-sufficient stay while exploring the charming coastal town and its nearby attractions.
When is the best time to visit Castine for a holiday rental?
The best time to visit Castine for a holiday rental is during the summer months, particularly in July, when the town buzzes with activity and charm. This peak season, which spans from June to August, invites visitors to bask in the warm weather, explore the picturesque coastal scenery, and partake in a variety of outdoor activities.

During this vibrant period, temperatures generally hover around the mid-20s Celsius, creating an ideal climate for leisurely strolls along the waterfront, kayaking in the bay, or enjoying a picnic in one of the local parks. Castine's rich history and stunning architecture are easily accessible, making sightseeing both comfortable and enjoyable.

For travellers seeking a more budget-friendly option, October presents a wonderful opportunity to experience the beauty of Castine with fewer crowds. The autumn foliage transforms the landscape into a tapestry of colours, providing an enchanting backdrop for scenic walks and photography.
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 immerse themselves in a rich tapestry of history and natural beauty. The Castine Historical Society offers an intriguing glimpse into the town's past, showcasing artefacts and exhibits that highlight its maritime heritage. Nearby, the picturesque waterfront provides stunning views of Penobscot Bay, making it a lovely spot for leisurely strolls.

For those interested in outdoor activities, the scenic trails at the nearby Dyce Head Lighthouse lead to one of the area's iconic landmarks, with opportunities for birdwatching and exploring the rugged coastline. The charming downtown area features quaint shops and delightful eateries, where guests can savour local seafood and enjoy the relaxed atmosphere.
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 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 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.

More Holiday Rentals ideas

People also search for