Discover Your Perfect Orrs Island Vacation Homes

Best Vacation Homes in Orrs Island

Cottage
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $311/Night 7 Nights - US $2,180
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests 484.38 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $424/Night 7 Nights - US $2,968
Apartment
Map-icon
like-icon9.8
Exceptional
(61 Reviews)
1 Bedroom 1 Bath 4 Guests 450 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $163/Night 7 Nights - US $1,139
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House
Map-icon
4 Bedrooms 3 Baths 6 Guests 1280.91 ft²
  • View
    View
  • Parking
    Parking
More amenities
US $405/Night 7 Nights - US $2,835
Cottage
Map-icon
like-icon9.8
Exceptional
(57 Reviews)
2 Bedrooms 1 Bath 6 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $406/Night 7 Nights - US $2,842
Cottage
Map-icon
like-icon9.8
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 4 Guests 725 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $339/Night 7 Nights - US $2,375
Cabin
Map-icon
like-icon9.8
Exceptional
(29 Reviews)
1 Bedroom 1 Bath 4 Guests 480 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $325/Night 7 Nights - US $2,277
Cottage
Map-icon
like-icon9.6
Exceptional
(23 Reviews)
2 Bedrooms 1 Bath 4 Guests 822 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $261/Night 7 Nights - US $1,826

Orrs Island Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
6 Bedrooms 2 Baths 10 Guests 5000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,090/Night 7 Nights - US $7,630
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 1 Guest
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $1,016/Night 7 Nights - US $7,112
Cottage
Map-icon
like-icon9.4
Exceptional
(19 Reviews)
8 Bedrooms 2 Baths 14 Guests 2907 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $937/Night 7 Nights - US $6,556
Cottage
Map-icon
5 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $897/Night 7 Nights - US $6,282
House
Map-icon
like-icon9.4
Exceptional
(13 Reviews)
5 Bedrooms 2 Baths 11 Guests 2972 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $849/Night 7 Nights - US $5,942
Cottage
Map-icon
like-icon9.8
Exceptional
(29 Reviews)
5 Bedrooms 2 Baths 14 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $745/Night 7 Nights - US $5,214
Cabin
Map-icon
3 Bedrooms 2 Baths 9 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $707/Night 7 Nights - US $4,946
House
Map-icon
like-icon9.8
Exceptional
(39 Reviews)
3 Bedrooms 2 Baths 6 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $668/Night 7 Nights - US $4,675

Orrs Island Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(179 Reviews)
5 Bedrooms 2 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $498/Night 7 Nights - US $3,483
House
Map-icon
3 Bedrooms 2 Baths 9 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $454/Night 7 Nights - US $3,180
House
Map-icon
like-icon10.0
Exceptional
(60 Reviews)
6 Bedrooms 3 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $501/Night 7 Nights - US $3,510
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 7 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $532/Night 7 Nights - US $3,725
House
Map-icon
like-icon9.8
Exceptional
(42 Reviews)
3 Bedrooms 2 Baths 6 Guests 1515 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $476/Night 7 Nights - US $3,334
House
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
3 Bedrooms 2 Baths 5 Guests 1656 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $450/Night 7 Nights - US $3,151
House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1414 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $330/Night 7 Nights - US $2,312
Cottage
Map-icon
3 Bedrooms 2 Baths 6 Guests 1650 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $415/Night 7 Nights - US $2,904

Orrs Island Large Vacation Homes

House
Map-icon
like-icon9.4
Exceptional
(12 Reviews)
5 Bedrooms 2 Baths 7 Guests 2500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $445/Night 7 Nights - US $3,113
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $585/Night 7 Nights - US $4,095
House
Map-icon
like-icon5.0
Average
(2 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $700/Night 7 Nights - US $4,900
House
Map-icon
5 Bedrooms 3 Baths 12 Guests 5200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $440/Night 7 Nights - US $3,082

Discover & compare premier experiences around Orrs Island

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Orrs Island Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Orrs Island

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you enjoy the best weather and local events, making your stay in this charming destination truly memorable.

Peak Season Highlights

summer
June to August (Summer)

During the warmest months, you can enjoy extended daylight hours and pleasant weather that perfects outdoor activities along the coast.

Average Temperature Daytime: around 75-80°F - Nighttime: about 55-60°F
autumn
September to October (Early Fall)

This period offers comfortable temperatures and stunning fall foliage, making it an ideal time to explore the area's natural beauty without the summer crowds.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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April to May (Spring)

Spring brings mild weather and blooming landscapes, providing a quiet yet vibrant setting for your stay here.

Average Temperature Daytime: around 50-60°F - Nighttime: 40-45°F
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November to March (Winter)

Experience a peaceful off-season with cooler temperatures and fewer visitors, offering a cozy ambiance for relaxation in this destination.

Average Temperature Daytime: 35-45°F - Nighttime: 20-30°F

Weekly Weather Forecast for Orrs Island

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.

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 a spacious outdoor patio or deck ideal for relaxing and dining al fresco.
  • Make use of private gardens or landscaped yards to unwind amidst natural beauty.
  • Take advantage of outdoor grills or barbecue setups for cookouts with family or friends.
  • Benefit from access to waterfront or scenic views, perfect for enjoying sunrise or sunset moments.
  • Utilize outdoor furniture like loungers or hammocks for added comfort during your stay.
  • Partake in water-based activities near the region’s coast, such as kayaking or paddleboarding.
  • Relish in ample parking spaces or driveways that accommodate vehicles conveniently for exploring here and beyond.
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Family Activities

  • Harraseeket Lunch and Lobster Pound: Enjoy a family-friendly seafood experience right here in the region, offering fresh lobster and classic New England dishes with a scenic harbor view.
  • Boothbay Harbor Adventures: Take part in boat tours or whale watching excursions that provide educational and exciting experiences for all ages in this charming waterfront community.
  • Maine State Aquarium: Discover marine life exhibits and interactive displays perfect for engaging children and learning about the local ocean ecosystem nearby.
  • Orrs Island Nature Walks: Explore scenic trails along the coast that showcase the area's natural beauty and diverse wildlife, ideal for family outings in this tranquil setting.
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Adult Activities

  • Exploring the Orrs Island Historical Society: Dive into local history by visiting this museum to learn about the area's rich maritime heritage and community stories.
  • Enjoying a Boat Tour: Experience the scenic coastline on a guided boat tour, offering stunning views of the region's natural beauty and marine wildlife.
  • Fishing in the Area: Cast your line in nearby waters known for their excellent fishing opportunities, ideal for anglers seeking a relaxing day on the water.
  • Walking Along the Island Trails: Discover tranquil walking trails that wind through the landscape, providing peaceful spots to appreciate the area's natural charm.

Other Places to Stay in Orrs Island, ME

Orrs Island Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Waterways: Take advantage of the nearby waters for kayaking or boat rentals to immerse yourself in the scenic beauty that makes this destination unique.
  • Visit Seasonal Events: Check out the local events calendar to enjoy festivals or outdoor markets that highlight the region’s vibrant community spirit.
  • Discover Scenic Trails: Utilize the well-maintained walking and biking trails that offer stunning views of the coastline and natural landscapes here.
  • Sample Regional Cuisine: Savor fresh seafood and regional specialties at local eateries to truly experience the flavors of this coastal area.

Transportation Options

  • Car Rentals: Exploring the area by car offers you the flexibility to discover nearby scenic spots and local attractions with ease.
  • Public Transportation: Buses provide an affordable and practical way to navigate here, connecting you to key points in the region without hassle.
  • Taxis and Rideshare Services: Convenient options like taxis or rideshare apps ensure quick access to your vacation rentals and other destinations on this destination.
  • Private Boat Charters: For a unique experience along the coast, private boat rentals allow you to enjoy the waters surrounding the region effortlessly.

Local Customs Options

  • Seafood Traditions: You’ll notice that locally caught seafood, especially lobster and clams, plays a central role in the region’s culinary customs, offering an authentic taste of coastal Maine.
  • Harbor Festivals: Participating in or observing harbor festivals is common here, where communities celebrate their maritime heritage with boat parades and local crafts.
  • Respect for Nature: It’s customary to prioritize conservation efforts and respect for the natural environment, reflecting a deep connection to the region’s scenic landscapes and shoreline.
  • Historic Preservation: Preserving historic buildings and shipwreck sites is a valued local custom, allowing residents and visitors alike to honor the area's rich maritime history.

Orrs Island Vacation Rental Frequently Asked Questions

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

2. Which vacation homes in Orrs Island are best for families?

If you are looking for a family-friendly vacation home in Orrs Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Orrs Island:

3. How many Rentbyowner vacation rentals are available in Orrs Island?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 44 in the Orrs 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 Orrs Island. 

4. What is the cancellation policy for vacation rentals in Orrs Island, Maine?

Cancellation policies vary depending on the individual property owner. You should review the specific listing details or contact the host directly to understand the terms and any potential fees associated with canceling your reservation.

5. How do I secure my booking at a vacation rental on Orrs Island?

Secure your reservation by following the booking process outlined on the listing, which typically includes submitting payment through a secure platform and confirming your stay with the host. Always verify the payment methods and cancellation options before finalizing.

6. Are there any additional fees I should be aware of when booking vacation rentals in this area?

Additional charges such as cleaning fees, service fees, or local taxes may apply. These will be specified during the booking process or within the listing details, so it’s advisable to review these carefully before confirming your reservation.

7. What amenities are usually available at vacation rentals here?

Many properties offer amenities such as Wi-Fi, kitchen facilities, outdoor spaces, and parking. However, features can differ from one rental to another, so check the listing details for specific amenities included during your stay.

8. How close are vacation rentals to local attractions and transportation in Orrs Island, Maine?

Most rentals are conveniently located near key areas of interest and accessible transportation routes. To ensure proximity aligns with your plans, review the map and location details provided on each listing.