Squirrel Island vacation rentals

We found 757 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Squirrel Island that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for spending time at your vacation home, which might include a garden and pool. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Squirrel Island

Showing deals for:Nov 14 - Nov 21
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Find out more about Squirrel Island

Find out more about Squirrel Island

Why visit Squirrel Island

  1. Stunning Coastal Scenery: Immerse yourself in breathtaking views of the Maine coastline, perfect for nature lovers.
  2. Outdoor Adventures: Enjoy a variety of activities like hiking, kayaking, and beachcombing suitable for all ages.
  3. Local Botanical Garden: Visit the enchanting botanical garden to appreciate Maine's unique flora.
  4. Arts and Culture: Explore nearby arts centres that showcase local talent and creativity.
  5. Charming Accommodations: Choose from cozy cottages and vacation rentals that enhance your island experience.

Popular types of accommodation in Squirrel Island

For your next getaway, explore the charming vacation rentals in Squirrel Island. Whether you're looking for houses, rustic cottages, or cozy apartments, we have options to suit every traveller's needs. Squirrel Island cottage rentals offer a unique experience, while Squirrel Hill vacation rentals provide breathtaking views and comfort. Find the perfect vacation home that fits your style and budget, ensuring a memorable stay in this beautiful destination.

  • Houses: A top choice for visitors to Squirrel Island, offering spacious accommodations ideal for families and groups.
  • Cottages: These quaint and charming retreats provide a delightful escape, perfect for a peaceful getaway.
  • Apartments: A convenient option for solo travellers or couples, offering comfort and flexibility in a home-like setting.
  • Cabins: Rustic and cozy, these cabins provide a unique experience for those seeking a connection with nature.
  • Condos: A popular choice for those looking for modern amenities and easy access to local attractions.**

Top attractions in Squirrel Island

Squirrel Island, Maine, offers a delightful blend of outdoor adventures and stunning scenery, perfect for your vacation. Explore its captivating island landscapes, visit a local botanical garden, or immerse yourself in the arts at a nearby centre. With a variety of attractions catering to beach lovers and culture enthusiasts alike, Squirrel Island is an ideal destination for travellers seeking an enriching outdoor experience.

  1. Boothbay Harbor Marina: Located 4.8km from Squirrel Island, this marina offers a vibrant outdoor atmosphere perfect for adventure seekers. Enjoy beach access, boat rentals, and stunning views of the harbour.
  2. Coastal Maine Botanical Gardens: A 8.0km distance from Squirrel Island, these gardens provide a romantic and family-friendly experience. Wander through beautifully landscaped gardens and enjoy nature’s beauty.
  3. Cabbage Island: Just 4.8km away, this charming island features lovely beaches and outdoor activities, ideal for a relaxing day in the sun.

Things to do recommended for couples

For a romantic getaway on Squirrel Island, indulge in a friendly competition at Dolphin Mini Golf, only 11.3km away, or embrace adventure with Paddleworks, 29.0km away, where you can enjoy thrilling water sports together. Create unforgettable memories in this beautiful setting!

Things to do recommended for families

Your family vacation to Squirrel Island, Maine, will be delightful! Explore the scenic Pemaquid Point Lighthouse Park and Pemaquid Beach Park, both 11.3km away, perfect for relaxation. Fort Point, located 9.7km from the island, offers recreational fun in a beautiful setting.

Things to do recommended for groups

Experience the charm of Squirrel Island with a visit to the Carousel Music Theater for a delightful show, enjoy a round of golf at the nearby Boothbay Golf Course, or explore local produce at the Boothbay Farmers' Market, all offering unique vibes for your group adventure.

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

When planning your trip—whether you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays—be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Squirrel Island with a group: Think about how many bedrooms you require, along with amenities like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Squirrel Island with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, taking into account your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Squirrel Island: For many families, a vacation isn't truly enjoyable unless their furry companion is along for the ride. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Squirrel Island: If you're in search of vacation rentals offering special 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 like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Squirrel Island

Embark on an unforgettable adventure to Squirrel Island, Maine, where nature lovers can immerse themselves in the stunning coastal scenery. This charming island offers a serene atmosphere perfect for family vacations and romantic getaways. Explore nearby towns and experience the friendly locals, scenic excursions, and the laid-back lifestyle that defines the Maine coast. Whether you're seeking outdoor activities or simply a place to relax, Squirrel Island is your idyllic retreat.

  • Georgetown: Situated a mere 9.7km from Squirrel Island, Georgetown is a charming coastal town that beckons visitors with its stunning outdoor scenery and inviting beaches. The area is perfect for those seeking a tranquil escape, offering ample recreational opportunities like hiking and skiing. Local highlights include pristine beaches and tranquil lakes, making it an ideal spot for family outings or a serene day by the water. The scenic landscapes provide a picturesque backdrop for photography enthusiasts and nature lovers alike.
  • Boothbay Harbor: Located just 4.8km from Squirrel Island, Boothbay Harbor is a vibrant city known for its adventurous spirit and breathtaking scenery. The area is a haven for outdoor enthusiasts, featuring a variety of hiking trails and recreational areas that cater to all skill levels. Visitors can explore the stunning local beaches, and don’t miss the chance to visit nearby national parks for a taste of Maine’s natural beauty. The charming harbourfront offers a delightful array of shops and restaurants, perfect for unwinding after a day of exploration.
  • Boothbay: Only 8.0km from Squirrel Island, Boothbay is another gem in the region, famed for its rich outdoor experiences and scenic landscapes. This city provides plenty of opportunities for adventure, including hiking trails and golf courses that showcase the area’s natural beauty. Visitors will appreciate the accessibility to national state parks and serene lakes, perfect for a day of fishing or picnicking. Boothbay is an excellent destination for those looking to immerse themselves in nature while enjoying the local charm.

Best time to go to Squirrel Island

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.2°F (-3.8°C)Light RainMostly SunnyLowSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudyLowSlightly Low
March32.9°F (0.5°C)Light RainMostly SunnyLowSlightly Low
April43.0°F (6.1°C)Light RainMostly CloudyAverageAverage
May52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
June60.8°F (16.0°C)Light RainMostly SunnyAverageSlightly High
July67.8°F (19.9°C)Light RainMostly SunnyHighSlightly High
August67.5°F (19.7°C)Light RainMostly SunnyHighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyHighAverage
October51.4°F (10.8°C)Light RainMostly SunnyAverageAverage
November40.6°F (4.8°C)Light RainMostly SunnyAverageAverage
December31.8°F (-0.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can be a great strategy, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform where you can plan new trips, manage your existing plans, or organize your bookings with ease. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Squirrel Island getaway

Learn about the unique charm of Squirrel Island with a stay in a private vacation home. There's no shortage of things to see and do in the area.Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Squirrel Island

Do you want to find top things to see and do in the city? Venture out of your vacation home and check out everything that Squirrel Island has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Maine State Aquarium (2.4 mi / 3.8 km)
  • Boothbay Golf Course (4.7 mi / 7.5 km)
  • Pemaquid Craft Co-op (8 mi / 12.8 km)

Exploring the natural landscape of Squirrel Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Squirrel Island. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

  • Grimes Cove Beach (1.9 mi / 3 km)
  • Cabbage Island (2.6 mi / 4.2 km)
  • Coastal Maine Botanical Gardens (4.6 mi / 7.4 km)
  • Pemaquid Point Lighthouse Park (6.5 mi / 10.5 km)
  • Pemaquid Beach Park (7 mi / 11.3 km)
  • Popham Beach (8.5 mi / 13.7 km)

Transportation options to and around Squirrel Island

Fly into Wiscasset, ME (ISS), the closest airport, located 11.4 mi (18.3 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Squirrel Island?
The average price for a vacation home in Squirrel Island is based on several factors, such as property type, season and length of stay. Whether you prefer a sprawling villa with lots of bedrooms or a quaint cabin just enough for two, just add your travel dates to see stays with terrific value.
How much does it cost to rent a beach house in Squirrel Island?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Put in your Squirrel Island travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you need.
How old do you have to be to rent a vacation rental in Squirrel Island?
You'll need to check with the Squirrel Island vacation home you want on Vrbo as the age limit varies. However, generally it's 16, 18 or 21.
How long can I rent a vacation rental in Squirrel Island for?
It all depends on the Squirrel Island property. To browse a list of options offering extended stays, just type your travel dates and number of guests into the Vrbo search page. Enjoy having the place to yourself, along with the comforts of home like a fully-equipped kitchen, air conditioning and an outdoor space where the kids can run around and play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.

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