1. USA
  2. Massachusetts
  3. Boston
  4. Deer Island
  5. Rentals by Owner

Discover Your Perfect Deer Island Rentals by Owner

Deer Island Rentals by Owner

|
9.2 (244 Reviews)
House
Clarendon Square
  • Air Conditioner
  • Parking
  • Pool
View Availability
|
10.0 (2 Reviews)
Apartment
Luxury at 3br 2ba 200mbps Internet
  • Air Conditioner
  • Pet Friendly
  • Accessibility
View Availability
|
10.0 (2 Reviews)
Apartment
South End Club Suites by Orchard
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Deer Island Area

Why Choose Rent By Owner for your Deer Island vacation rental?

What makes our Rentals by Owner special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Deer Island Rentals by Owner

Where are the best neighborhoods to stay in Deer Island?

When selecting a neighborhood to stay in Boston, Massachusetts, you’ll find Deer Island offers a unique and peaceful retreat away from the busy city center. This scenic area provides convenient access to natural beauty and waterfront views, making it an ideal choice for travelers seeking tranquility while remaining connected to Boston’s vibrant culture. Booking a rental by owner in this neighborhood ensures a reliable and comfortable experience, allowing you to enjoy your visit with ease and confidence. Whether you're exploring nearby attractions or simply relaxing by the water, Deer Island's quiet charm makes it a compelling destination for your accommodation needs in Boston.

Downtown Boston

Staying in the heart of the city gives you easy access to vibrant business districts and cultural attractions, making it an excellent choice for exploring the region’s dynamic atmosphere.

View 372+ Rentals in Downtown Boston

Back Bay

This stylish neighborhood offers elegant architecture and boutique shopping, perfect for those seeking a refined experience close to the area's historic charm.

View 306+ Rentals in Back Bay

Seaport District

Located along the waterfront, this district is ideal for enjoying modern amenities and scenic views, placing you near the region’s thriving maritime scene.

View 134+ Rentals in Seaport District

Dorchester

Rich in cultural diversity, here you’ll find an authentic local vibe and convenient access to various neighborhood parks and eateries.

View 167+ Rentals in Dorchester

North End

Known for its historic streets and Italian heritage, staying here immerses you in the region's traditional ambiance while remaining close to downtown attractions.

View 57+ Rentals in North End

Fenway–Kenmore

This lively area is renowned for sporting events and entertainment venues, making it a great base if you want to experience the region’s vibrant nightlife.

View 200+ Rentals in Fenway–Kenmore

South Boston

Offering a mix of residential charm and waterfront views, the neighborhood provides a relaxed environment with easy access to the city's major sites.

View 44+ Rentals in South Boston

Beacon Hill

Characterized by historic architecture and cobblestone streets, this neighborhood embodies classic Boston elegance and proximity to key attractions.

View 62+ Rentals in Beacon Hill

Best Times to Visit Deer Island

When should you plan your Rentals by Owner stay?

Knowing the best time to visit can enhance your experience when booking a rental by owner in Deer Island, Boston, Massachusetts, USA, helping you enjoy the area's natural beauty and local atmosphere at its most vibrant and serene.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During this period, you can enjoy the region's mild weather and longer daylight hours, making it ideal for outdoor activities and exploring rental options here.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F
autumn
Early Fall (September - October)

This time of year offers pleasant temperatures and vibrant scenery, perfect for experiencing the area’s natural beauty while booking your rental accommodations in advance.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 55°F to 60°F

Off-Season Highlights

image
Winter (December - February)

Visit during the colder months when fewer visitors are exploring, providing a quieter experience and more flexible rental options in the area.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
image
Late Fall (November)

As the region transitions into winter, the cooler weather means less crowding, making it an excellent time to secure affordable vacation rentals by owner here.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Deer Island

How to Book Your Deer Island vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Deer Island

More Top-Rated Rentals by Owner in Deer Island Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks to unwind and take in the scenic views.
  • Take advantage of private gardens or landscaped yards for relaxing walks or outdoor activities.
  • Benefit from outdoor grilling facilities, perfect for preparing meals while enjoying the fresh air.
  • Make use of shared community spaces like courtyards or picnic areas available at many rentals.
  • Experience outdoor recreational amenities such as tennis courts or playgrounds, ideal for family fun.
  • Look for waterfront access or boat docking options, giving you the chance to explore the surrounding waters.
  • Utilize outdoor fire pits or fireplaces for cozy gatherings under the stars during your stay.

Top Attractions Around Deer Island

What attractions are nearby?

Within this scenic area, you can enjoy a variety of outdoor activities and explore nearby parks and walking trails, making it a perfect spot for outdoor enthusiasts looking to experience the natural beauty of the region during your stay.

image
image

Family Activities

  • Deer Island Lagoon: You can enjoy a family picnic and birdwatching at this scenic waterway, perfect for relaxing afternoons with kids.
  • Ellis Memorial Park: This nearby park offers playgrounds and open spaces ideal for family outings and outdoor games in the region.
  • The Boston Harbor Walk: Embark on a family-friendly stroll along the waterfront, taking in stunning views and learning about local maritime history.
  • Museum of Science Boston: Though not directly on Deer Island, it is a short trip away and provides engaging exhibits that captivate children and parents alike.
image

Adult Activities

  • Bird Watching Tours: You can enjoy guided bird watching excursions that showcase the region’s diverse avian life with views overlooking the water and natural habitats.
  • Fishing Experiences: Casting a line here offers a relaxing way to connect with nature, whether you prefer shoreline fishing or boat-based angling in the surrounding waters.
  • Nature and Walking Trails: Exploring the scenic trails around this area allows you to immerse yourself in the peaceful landscape and observe local flora and fauna.
  • Kayaking Adventures: Paddling through calm waters provides an intimate perspective of the region’s waterways, making it a favorite activity for those seeking outdoor recreation.

Deer Island Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area’s scenic outdoor spaces to enjoy walking, biking, or relaxing amidst nature during your stay.
  • Plan for Transportation: Consider using local transit options or arranging water taxis to easily access different parts of the region and maximize your time here.
  • Book in Advance: Secure your rental early through Rent By Owner to ensure availability and get the best options for your preferred dates.
  • Discover Nearby Attractions: Use your accommodation as a base to explore lesser-known sites in this destination that offer authentic experiences and local charm.

Transportation Options

  • Boston Water Taxi: This water-based transportation option offers direct and scenic access to the island from downtown Boston, making it an ideal choice for travelers seeking convenience and picturesque views.
  • MBTA Ferry Service: The Massachusetts Bay Transportation Authority provides reliable ferry routes connecting the area with key parts of Boston, ensuring easy and affordable transit for visitors staying nearby.
  • Public Bus Routes: Several regional bus lines serve the region around Deer Island, offering budget-friendly transportation options to reach your rental and explore the surroundings comfortably.
  • Private Car Services and Taxis: Professional ride-hailing and taxi services are readily available in this destination, providing flexible and direct transportation to and from the island and other local points of interest.

Local Customs Options

  • Respect for Maritime Traditions: Appreciating the area's strong maritime heritage is important when engaging with local customs in this region, especially during community events and festivals.
  • Environmental Awareness: Maintaining cleanliness and conserving the natural beauty of the area is a valued tradition, so be mindful of your surroundings and adhere to local conservation practices.
  • Community Participation: Participating in neighborhood gatherings or local celebrations fosters respect for the area's culture and helps you connect with residents during your stay.
  • Respect for Local Regulations: Observing guidelines related to boating, fishing, and recreational activities ensures that you honor the customs that help preserve this destination's unique environment.

Frequently Asked Questions About Deer Island Rentals by Owner

1. What are the top vacation rentals in Deer Island?

There are a lot of options in Deer Island. If you plan on staying in the Deer Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Deer Island:

2. How many Rentbyowner vacation rentals are available in Deer Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1705 in the Deer Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Deer Island. 

3. What is the cancellation policy for a private rental in this area?

The cancellation policy varies by listing. You should review the specific terms outlined on the rental's page or contact the owner directly for detailed information.

4. How do I confirm my booking with a rental owner in this destination?

Booking confirmation typically occurs after you complete the reservation process on the platform and the owner approves your request. Always read the specific instructions provided on the listing for confirmation details.

5. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning fees, service charges, or taxes are often included in the listing details. It’s recommended to review the full breakdown before confirming your reservation or reach out to the owner for clarification.

6. What amenities are usually available in rentals by owner here?

Most rentals by owner offer amenities like Wi-Fi, kitchen facilities, and parking. To find out about specific amenities, check the listing description carefully or contact the owner directly.

7. Is it easy to communicate with the owner during my stay in this region?

Yes, most owners prefer to communicate via the messaging system on the platform, ensuring you can ask questions or get assistance quickly throughout your stay.

More Rentals You May Like Near Deer Island

|
10.0 (1 Review)
Apartment
200mbps speeds Laundry Long Stays
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
View Availability
More Top-Rated Rentals by Owner in Deer Island Area