Discover Your Perfect Southwest Harbor Vacation Homes

Best Vacation Homes in Southwest Harbor

New
House
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
£1,450/Night 7 Nights - £10,147
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests 699.65 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
£320/Night 7 Nights - £2,243
Cabin
Map-icon
like-icon2.8
Average
(3 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£114/Night 7 Nights - £796
House
Map-icon
4 Bedrooms 2 Baths 9 Guests 2890 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£674/Night 7 Nights - £4,719
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 1 Bath 11 Guests
  • Parking
    Parking
  • Internet
    Internet
More amenities
£626/Night 7 Nights - £4,380
New
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£118/Night 7 Nights - £830
Cottage
Map-icon
like-icon10.0
Exceptional
(173 Reviews)
1 Bedroom 1 Bath 4 Guests 720 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£194/Night 7 Nights - £1,355
Apartment
Map-icon
like-icon10.0
Exceptional
(164 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£211/Night 7 Nights - £1,476

Southwest Harbor Luxury Rentals

Cottage
Map-icon
4 Bedrooms 5 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£3,098/Night 7 Nights - £21,686
House
Map-icon
9 Bedrooms 6 Baths 27 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£2,152/Night 7 Nights - £15,061
House
Map-icon
7 Bedrooms 7 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£1,764/Night 7 Nights - £12,349
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
7 Bedrooms 3 Baths 17 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,110/Night 7 Nights - £7,773
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
9 Bedrooms 4 Baths 24 Guests
  • Child Friendly
    Child Friendly
  • Security/Safety
    Security/Safety
£1,062/Night 7 Nights - £7,431
star-icons-3
House
Map-icon
5 Bedrooms 4 Baths 14 Guests 2798.62 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£1,060/Night 7 Nights - £7,416
House
Map-icon
like-icon8.2
Excellent
(11 Reviews)
7 Bedrooms 3 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,054/Night 7 Nights - £7,379
House
Map-icon
like-icon9.8
Exceptional
(83 Reviews)
7 Bedrooms 6 Baths 14 Guests 4400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£950/Night 7 Nights - £6,652

Southwest Harbor Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(148 Reviews)
1 Bedroom 1 Bath 4 Guests 452 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£191/Night 7 Nights - £1,338
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests 2174.31 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£267/Night 7 Nights - £1,867
House
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Internet
    Internet
More amenities
£250/Night 7 Nights - £1,748
Apartment
Map-icon
like-icon10.0
Exceptional
(140 Reviews)
2 Bedrooms 1 Bath 4 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£230/Night 7 Nights - £1,608
star-icons-4
House
Map-icon
like-icon9.5
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 828.82 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£189/Night 7 Nights - £1,320
Cottage
Map-icon
like-icon10.0
Exceptional
(131 Reviews)
1 Bedroom 1 Bath 4 Guests 452 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£191/Night 7 Nights - £1,338
Cottage
Map-icon
like-icon10.0
Exceptional
(106 Reviews)
2 Bedrooms 1 Bath 4 Guests 750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£224/Night 7 Nights - £1,568
Cottage
Map-icon
like-icon10.0
Exceptional
(95 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£293/Night 7 Nights - £2,050

Southwest Harbor Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(118 Reviews)
5 Bedrooms 4 Baths 12 Guests 4150 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£717/Night 7 Nights - £5,020
star-icons-4
Bed & Breakfast
Map-icon
like-icon8.9
Fabulous
(131 Reviews)
12 Bedrooms 12 Baths 24 Guests 254.75 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£257/Night 7 Nights - £1,800
Apartment
Map-icon
like-icon10.0
Exceptional
(86 Reviews)
4 Bedrooms 1 Bath 10 Guests 1320 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£570/Night 7 Nights - £3,991
star-icons-4
House
Map-icon
7 Bedrooms 4 Baths 14 Guests 3401.4 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£548/Night 7 Nights - £3,837
House
Map-icon
like-icon10.0
Exceptional
(57 Reviews)
4 Bedrooms 2 Baths 11 Guests 2500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£261/Night 7 Nights - £1,827
House
Map-icon
like-icon10.0
Exceptional
(56 Reviews)
4 Bedrooms 2 Baths 11 Guests 2200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£468/Night 7 Nights - £3,279
House
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
5 Bedrooms 4 Baths 14 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£897/Night 7 Nights - £6,277
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
5 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£281/Night 7 Nights - £1,968

Why Choose Rent By Owner for your Southwest Harbor 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 Southwest Harbor

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience in this charming destination, allowing you to enjoy the region’s natural beauty and serene surroundings at their best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination reaches its peak appeal with warm weather and long daylight hours, making it ideal for exploring the area's natural beauty and outdoor activities.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to October)

Autumn is a popular time to visit as vibrant foliage enhances the region’s scenic landscapes, attracting visitors seeking a picturesque retreat in this part of Maine.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The winter season offers a quieter atmosphere with fewer visitors, providing a peaceful setting for those interested in winter scenery and cozy accommodations here.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

Spring brings a gradual awakening of the area's natural surroundings, presenting fewer crowds and more affordable rates for travelers seeking solitude and renewal.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Southwest Harbor

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 outdoor seating areas perfect for relaxing and taking in the scenic views of the region.
  • Take advantage of spacious decks or patios for outdoor dining amid the natural beauty surrounding your rental.
  • Make the most of private gardens or landscaped yards to unwind in a peaceful setting.
  • Utilize outdoor grills or BBQ facilities for culinary gatherings with family or friends.
  • Benefit from direct access to nearby hiking trails or nature walks from the property’s grounds.
  • Experience outdoor fire pits for cozy evenings under the stars in this charming destination.
  • Secure parking spaces available on-site to make exploring the area effortless and convenient.
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Family Activities

  • Acadia National Park Tours: Explore the stunning landscapes and diverse wildlife of the region's renowned national park right from your doorstep.
  • Harbor Cruises: Enjoy a relaxing boat cruise around the area’s scenic harbor, offering captivating views and a chance to spot local marine life.
  • Seal Cove Farm Visit: Experience family-friendly farm activities and learn about sustainable farming practices here in the region.
  • Outdoor Hiking Trails: Discover a variety of accessible trails suitable for all ages, showcasing breathtaking views of this picturesque destination.
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Adult Activities

  • Harbor Cruises: Enjoy a scenic boat cruise to explore the stunning coastline and wildlife just off the shores of this charming destination.
  • Acadia Mountain Climbing: Experience breathtaking panoramic views by hiking up one of the many trails that lead to elevated vistas in the area’s rugged landscape.
  • Seafood Dining: Savor fresh, locally caught seafood at renowned restaurants that showcase the region’s culinary heritage and maritime traditions.
  • Wildlife Watching: Observe abundant marine and birdlife in their natural habitat, making it an ideal spot for nature enthusiasts seeking memorable encounters.

Southwest Harbor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Discover the best seafood and regional specialties to truly experience the area's culinary charm during your stay.
  • Plan outdoor activities: Take advantage of the region's scenic trails and waterfront access to enjoy hiking, kayaking, or leisurely strolls through nature.
  • Visit nearby attractions: Incorporate trips to well-known spots within the region to enrich your vacation experience in this picturesque destination.
  • Reserve your accommodations early: Book your preferred vacation rentals in advance to secure the best properties and ensure a smooth getaway here.

Transportation Options

  • Local Bus Services: You can rely on local bus transit to explore the area and reach nearby attractions in Southwest Harbor, Maine, with convenient routes serving residents and visitors alike.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft provide flexible transportation for getting around here comfortably and efficiently.
  • Car Rentals: Renting a car offers you the freedom to explore this destination and its scenic landscapes at your own pace, especially useful for reaching remote spots in the region.
  • Ferries and Water Taxis: Water-based transportation such as ferries or water taxis provides a scenic way to travel between coastal points and enjoy the region's maritime charm.

Local Customs Options

  • Seafood Traditions: You’ll find that enjoying fresh, local seafood is a cherished custom here, with many gatherings centered around the region’s renowned lobster and clam dishes.
  • Harbor Greetings: It’s common to see friendly waves and maritime camaraderie at the harbor, reflecting the community’s deep connection to the sea.
  • Seasonal Celebrations: Participating in seasonal festivals and events, such as summer harbor days, allows you to experience the local culture firsthand and immerse yourself in the area's traditions.
  • Preservation of Nature: Respect for the natural environment is a key custom, with residents and visitors alike practicing sustainable habits to protect the region’s scenic beauty and marine life.

Frequently Asked Questions About Southwest Harbor?

2. How many vacation rentals have private pools in Southwest Harbor?

There are 1 vacation rentals with private pools near Southwest Harbor. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Southwest Harbor are best for families?

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

4. How many Rentbyowner vacation rentals are available in Southwest Harbor?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 327 in the Southwest Harbor 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 Southwest Harbor. 

5. What is the cancellation policy for vacation rentals in this region?

Cancellation policies vary by listing, so it’s important to review the specific terms and conditions associated with each property before booking. You can find detailed information on the cancellation policy on the listing page or contact the property owner directly for clarification.

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

Additional fees such as cleaning fees, service charges, or taxes are typically specified in the listing details. Be sure to review these charges carefully before finalizing your reservation to ensure transparency and avoid surprises.

7. How do I secure my reservation and what are the payment options available?

Reservations are confirmed once you complete the booking process through the platform, which accepts various secure payment methods. Specific payment options are listed during checkout, and contacting the property owner can also provide guidance if needed.

8. What amenities can I expect from a vacation rental in this area?

Amenities vary depending on the property, but common features may include Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. Detailed descriptions of amenities are included in each listing, so reviewing those will give you a clear idea of what to expect.

9. Is there a minimum stay requirement for booking here?

The minimum stay requirements differ by property and season. To find out the specific rules, check the listing details or reach out directly to the host for confirmation before making your reservation.

Southwest Harbor Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 6 Guests 1800 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£281/Night 7 Nights - £1,968
Condo
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 6 Guests 2353 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
£373/Night 7 Nights - £2,614
Condo
Map-icon
like-icon9.8
Exceptional
(31 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£356/Night 7 Nights - £2,489
Condo
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£356/Night 7 Nights - £2,489
star-icons-4
Resort
Map-icon
like-icon8.7
Fabulous
(23 Reviews)
10 Baths 28 Guests 6951.33 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£80/Night 7 Nights - £562
House
Map-icon
like-icon7.0
Very Good
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£253/Night 7 Nights - £1,770
New
House
Map-icon
4 Bedrooms 3 Baths 8 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£562/Night 7 Nights - £3,935
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 4 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£504/Night 7 Nights - £3,530