Discover Your Perfect Sidney Vacation Homes

Best Vacation Homes in Sidney

House
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like-icon10.0
Exceptional
(131 Reviews)
2 Bedrooms 1 Bath 5 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $419/Night 7 Nights - CA $2,931
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House
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like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests 721.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
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CA $1,311/Night 7 Nights - CA $9,174
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Apartment
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $1,235/Night 7 Nights - CA $8,646
Apartment
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like-icon10.0
Exceptional
(44 Reviews)
1 Bedroom 1 Bath 3 Guests 1100 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $216/Night 7 Nights - CA $1,512
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House
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like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 4 Guests 581.25 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    View
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CA $903/Night 7 Nights - CA $6,322
House
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like-icon10.0
Exceptional
(38 Reviews)
3 Bedrooms 1 Bath 6 Guests 896 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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CA $501/Night 7 Nights - CA $3,509
Ski Chalet
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like-icon10.0
Exceptional
(27 Reviews)
1 Bedroom 1 Bath 4 Guests 900 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,035/Night 7 Nights - CA $7,243
House
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like-icon10.0
Exceptional
(20 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,094/Night 7 Nights - CA $7,660

Sidney Luxury Rentals

House
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like-icon10.0
Exceptional
(8 Reviews)
8 Bedrooms 7 Baths 16 Guests
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    Fireplace/Heating
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    Balcony/Terrace
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CA $3,398/Night 7 Nights - CA $23,789
House
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like-icon10.0
Exceptional
(61 Reviews)
7 Bedrooms 9 Baths 16 Guests 7000 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $2,638/Night 7 Nights - CA $18,468
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House
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4 Bedrooms 2 Baths 8 Guests 1485.42 ft²
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    Fireplace/Heating
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    View
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CA $1,851/Night 7 Nights - CA $12,957
Cabin
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 8 Guests 1304 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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CA $1,850/Night 7 Nights - CA $12,949
Apartment
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1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
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CA $1,591/Night 7 Nights - CA $11,137
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House
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3 Bedrooms 1 Bath 6 Guests 947.22 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    View
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CA $1,590/Night 7 Nights - CA $11,129
House
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1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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CA $1,509/Night 7 Nights - CA $10,564
House
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1 Bedroom 1 Bath
  • Parking
    Parking
  • Internet
    Internet
More amenities
CA $1,499/Night 7 Nights - CA $10,494

Sidney Pet Friendly Vacation Rentals

Cabin
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like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $437/Night 7 Nights - CA $3,061
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House
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like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 2002.09 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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CA $471/Night 7 Nights - CA $3,295
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Cottage
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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CA $451/Night 7 Nights - CA $3,160
House
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like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests 740 ft²
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    Hot Tub
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    Fireplace/Heating
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CA $1,096/Night 7 Nights - CA $7,672
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House
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like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests 742.71 ft²
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    Fireplace/Heating
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    View
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CA $621/Night 7 Nights - CA $4,350
Cabin
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
CA $555/Night 7 Nights - CA $3,885
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 5 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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CA $479/Night 7 Nights - CA $3,351
Cabin
Map-icon
like-icon9.8
Exceptional
(73 Reviews)
2 Bedrooms 1 Bath 6 Guests 800 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $418/Night 7 Nights - CA $2,926

Sidney Large Vacation Homes

House
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like-icon10.0
Exceptional
(13 Reviews)
3 Bedrooms 1 Bath 10 Guests 2000 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $951/Night 7 Nights - CA $6,661
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House
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like-icon9.2
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 10 Guests 1700.7 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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CA $516/Night 7 Nights - CA $3,613
House
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like-icon9.8
Exceptional
(6 Reviews)
5 Bedrooms 2 Baths 11 Guests 3650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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CA $1,093/Night 7 Nights - CA $7,651
Apartment
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5 Bedrooms 2 Baths 10 Guests 1297.05 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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CA $176/Night 7 Nights - CA $1,230
Cabin
Map-icon
like-icon9.6
Exceptional
(51 Reviews)
5 Bedrooms 1 Bath 9 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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CA $475/Night 7 Nights - CA $3,325
House
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like-icon9.6
Exceptional
(44 Reviews)
4 Bedrooms 2 Baths 10 Guests 1700 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $529/Night 7 Nights - CA $3,703
House
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like-icon9.6
Exceptional
(29 Reviews)
6 Bedrooms 3 Baths 14 Guests 3800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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CA $1,097/Night 7 Nights - CA $7,679
Cabin
Map-icon
like-icon9.2
Exceptional
(23 Reviews)
3 Bedrooms 1 Bath 12 Guests 1560 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $484/Night 7 Nights - CA $3,389

Why Choose Rent By Owner for your Sidney 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 Sidney

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience, as each season offers unique opportunities to enjoy the region’s natural beauty and tranquil surroundings.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather ideal for outdoor activities and exploring natural beauty, making it a popular time for visitors to book vacation rentals here.

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

Autumn brings vibrant foliage and crisp air, attracting travelers seeking scenic views and peaceful retreats, which increases demand for rentals in this region during these months.

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 quieter winter season offers a serene atmosphere with colder temperatures, providing a cozy escape for those looking to enjoy a more private and tranquil stay in this area.

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

Early spring sees fewer visitors, offering a peaceful environment for guests to experience the region's renewal and budding scenery at a relaxed pace.

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

Weekly Weather Forecast for Sidney

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 for relaxing and dining al fresco amidst scenic surroundings.
  • Take advantage of a well-maintained garden or yard area to unwind or play outdoor games.
  • Make use of private or shared outdoor fire pits to gather with friends and family after a day of exploring.
  • Benefit from access to nearby hiking trails or nature paths for outdoor adventures in the region.
  • Relax by a waterfront, whether by a lake, river, or ocean view, characteristic of this seaside destination.
  • Utilize outdoor seating areas designed for enjoying panoramic views of the natural landscape.
  • Access to outdoor recreational facilities such as fishing spots or boating docks, ideal for outdoor enthusiasts visiting here.
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Family Activities

  • Downeast Sunrise Trail: Embark on a family-friendly biking or hiking adventure along this scenic trail, offering stunning views and outdoor fun for all ages.
  • Vaughan Woods and Historic Gardens: Explore the natural beauty and historical significance of these peaceful gardens, perfect for leisurely strolls amid lush scenery.
  • Swim at Lake Wassookeag: Enjoy a day of swimming, picnicking, and fishing at this tranquil lake nestled nearby, ideal for family outings in the region.
  • Local Farmers Markets: Experience the vibrant local culture by visiting farmers markets where you can taste fresh produce and artisanal treats with your loved ones.
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Adult Activities

  • Explore the Maine State Museum: Delve into the region's history and culture through engaging exhibits that showcase the area's rich heritage.
  • Enjoy outdoor recreation at Messalonskee Lake: Take part in kayaking, paddleboarding, or relaxing lakeside picnics to appreciate the natural beauty here.
  • Visit nearby nature reserves: Discover scenic trails and birdwatching opportunities within close proximity, perfect for outdoor enthusiasts staying in this area.
  • Experience local dining experiences: Savor fresh Maine seafood and regional delicacies at restaurants that capture the essence of the region's culinary scene.

Other Places to Stay in Sidney, ME

Sidney Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Research local outdoor and cultural activities to fully enjoy your stay in this charming destination.
  • Choose the Right Vacation Rental: Select a property that offers easy access to the area's key attractions and amenities for a comfortable experience.
  • Explore Local Cuisine: Take advantage of nearby eateries and markets to savor regional flavors during your visit.
  • Respect the Environment: Follow eco-friendly practices to help preserve the natural beauty of the area for future visitors.

Transportation Options

  • Sidney Transportation Authority: Offers reliable local buses that make it easy to explore the area and reach nearby attractions from your vacation rental.
  • Regional Airport: The closest regional airport provides convenient air travel options for visitors arriving from major cities nationwide.
  • Rental Car Services: Numerous rental agencies in the region allow you to explore Sidney and its scenic surroundings at your own pace.
  • Taxi and Ride-Sharing Services: Local taxi companies and ride-sharing options like Uber and Lyft offer flexible transportation directly to your holiday home.

Local Customs Options

  • Local Seafood Traditions: Embrace the region’s love for fresh seafood by participating in community fish fry events, a cherished custom here that highlights the area’s rich maritime heritage.
  • Seasonal Celebrations: Join in on seasonal festivities like summer fairs and harvest festivals, which are deeply rooted in local customs and bring residents together throughout the year.
  • Native Craftsmanship: Appreciate handcrafted goods at local markets where artisans showcase their skills, reflecting the area's emphasis on preserving traditional crafts.
  • Community Livestock Events: Experience the region’s agricultural roots through county fairs and livestock shows that celebrate local farming customs and traditions.

Frequently Asked Questions About Sidney?

2. Which vacation homes in Sidney are best for families?

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

3. How many Rentbyowner vacation rentals are available in Sidney?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 121 in the Sidney 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 Sidney. 

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

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

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

Additional fees such as cleaning fees, service charges, or security deposits are typically specified in the property listing. Be sure to read the detailed description or reach out to the host for clarification before confirming your reservation.

6. How do I confirm my booking and what information will I need to provide?

To complete your booking, you'll need to provide essential details such as your contact information and payment method. Confirmation is usually instant upon completing the booking process, but always verify that you receive a confirmation email from the host or platform.

7. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements vary by property. Some listings might require a stay of a certain number of nights, especially during peak seasons or holidays. Check the specific property's policy to ensure your travel plans align.

8. What amenities and features can I expect from vacation rentals near this area?

Amenities differ between properties, but many rentals offer features like Wi-Fi, kitchens, parking, and outdoor spaces. Review each listing carefully to find accommodations that meet your needs for comfort and convenience during your visit to this region.

Sidney Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
3 Bedrooms 1 Bath 6 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $703/Night 7 Nights - CA $4,920
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 3 Baths 6 Guests 2000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $553/Night 7 Nights - CA $3,870
Bed & Breakfast
Map-icon
like-icon9.7
Exceptional
(10 Reviews)
3 Bedrooms 6 Baths 6 Guests 462.85 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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CA $194/Night 7 Nights - CA $1,357
House
Map-icon
like-icon9.0
Exceptional
(7 Reviews)
4 Bedrooms 2 Baths 10 Guests 3100 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $602/Night 7 Nights - CA $4,213
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House
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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CA $481/Night 7 Nights - CA $3,371