Discover Your Perfect Upa Vacation Homes

Best Vacation Homes in Upa

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House
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Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 12 Guests 1937.5 ft²
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CA $299/Night 7 Nights - CA $2,089
Apartment
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Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 150.69 ft²
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CA $71/Night 7 Nights - CA $499
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Apartment
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Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 645.83 ft²
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CA $161/Night 7 Nights - CA $1,125
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Apartment
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Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 592.02 ft²
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    Parking
  • Internet
    Internet
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CA $359/Night 7 Nights - CA $2,515
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Apartment
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like-icon9.8
Exceptional
(39 Reviews)
1 Bedroom 1 Bath 4 Guests 645.83 ft²
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CA $172/Night 7 Nights - CA $1,204
Apartment
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like-icon9.8
Exceptional
(19 Reviews)
2 Bedrooms 2 Baths 6 Guests 602.78 ft²
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CA $201/Night 7 Nights - CA $1,406
House
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like-icon9.8
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 9 Guests 1076.39 ft²
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CA $398/Night 7 Nights - CA $2,788
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Apartment
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like-icon9.7
Exceptional
(25 Reviews)
2 Bedrooms 1 Bath 6 Guests 645.83 ft²
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    Internet
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CA $115/Night 7 Nights - CA $805

Upa Luxury Rentals

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House
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like-icon9.7
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 10 Guests 1216.32 ft²
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CA $763/Night 7 Nights - CA $5,343
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House
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like-icon9.7
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 10 Guests 1216.32 ft²
  • Oceanfront
    Oceanfront
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    Parking
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CA $685/Night 7 Nights - CA $4,795
Villa
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3 Bedrooms 1 Bath 6 Guests 1291.67 ft²
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CA $500/Night 7 Nights - CA $3,498
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House
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like-icon9.2
Exceptional
(35 Reviews)
4 Bedrooms 2 Baths 12 Guests 2271.19 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
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CA $421/Night 7 Nights - CA $2,944
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Apartment
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like-icon9.6
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 6 Guests 699.65 ft²
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CA $315/Night 7 Nights - CA $2,205
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Villa
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4 Bedrooms 1 Bath 12 Guests 2303.48 ft²
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CA $253/Night 7 Nights - CA $1,769
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Ski Chalet
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like-icon9.6
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 7 Guests 645.83 ft²
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CA $224/Night 7 Nights - CA $1,568
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House
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like-icon9.2
Exceptional
(21 Reviews)
2 Bedrooms 1 Bath 5 Guests 516.67 ft²
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    Parking
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    View
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CA $212/Night 7 Nights - CA $1,483

Upa Pet Friendly Vacation Rentals

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Ski Chalet
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like-icon9.4
Exceptional
(35 Reviews)
1 Bedroom 1 Bath 5 Guests 538.2 ft²
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    Hot Tub
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    Parking
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CA $133/Night 7 Nights - CA $928
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Apartment
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like-icon9.3
Exceptional
(99 Reviews)
1 Bedroom 1 Bath 4 Guests 409.03 ft²
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CA $101/Night 7 Nights - CA $706
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Ski Chalet
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like-icon9.3
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 2 Guests 322.92 ft²
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    Parking
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CA $87/Night 7 Nights - CA $612
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Apartment
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like-icon9.2
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 4 Guests 505.9 ft²
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    Parking
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    Air Conditioner
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CA $135/Night 7 Nights - CA $943
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Apartment
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like-icon9.1
Exceptional
(66 Reviews)
1 Bedroom 1 Bath 5 Guests 516.67 ft²
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CA $96/Night 7 Nights - CA $671
House
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like-icon8.9
Fabulous
(13 Reviews)
4 Bedrooms 1 Bath 3 Guests 161.46 ft²
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CA $96/Night 7 Nights - CA $675
Resort
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like-icon8.6
Fabulous
(673 Reviews)
5 Baths 17 Guests 190.16 ft²
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    Pool
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CA $111/Night 7 Nights - CA $781
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Apartment
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1 Bedroom 1 Bath 4 Guests 484.38 ft²
  • EV Charge Station
    EV Charge Station
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CA $130/Night 7 Nights - CA $908

Upa Large Vacation Homes

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House
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like-icon9.3
Exceptional
(112 Reviews)
6 Bedrooms 4 Baths 20 Guests 749.88 ft²
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CA $96/Night 7 Nights - CA $675
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House
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like-icon9.2
Exceptional
(86 Reviews)
12 Bedrooms 11 Baths 35 Guests 259.31 ft²
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CA $78/Night 7 Nights - CA $550
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Apartment
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like-icon9.1
Exceptional
(438 Reviews)
6 Bedrooms 1 Bath 5 Guests 177.61 ft²
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CA $64/Night 7 Nights - CA $448
House
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like-icon9.0
Exceptional
(148 Reviews)
6 Bedrooms 5 Baths 18 Guests 320.76 ft²
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CA $64/Night 7 Nights - CA $448
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House
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like-icon8.8
Fabulous
(309 Reviews)
9 Bedrooms 8 Baths 28 Guests 297.35 ft²
  • Oceanfront
    Oceanfront
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    Parking
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CA $111/Night 7 Nights - CA $777
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House
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like-icon8.6
Fabulous
(86 Reviews)
5 Bedrooms 2 Baths 5 Guests 188.37 ft²
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CA $100/Night 7 Nights - CA $699
New
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Apartment
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9 Bedrooms 2 Baths 8 Guests 430.56 ft²
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CA $171/Night 7 Nights - CA $1,200

Why Choose Rent By Owner for your Upa 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 Upa

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you enjoy the region's natural beauty and peaceful atmosphere at its best, making your stay in this destination truly memorable.

Peak Season Highlights

spring
June to August

During these warm summer months, you can enjoy the region's lush landscapes and extended daylight hours, making it an ideal time for exploring and outdoor activities.

Average Temperature Daytime: 20-25°C - Nighttime: 13-15°C
spring
December to February

The winter season offers a snowy wonderland perfect for cozying up in your vacation rental while experiencing the peaceful beauty of the region under a blanket of snow.

Average Temperature Daytime: -2 to 0°C - Nighttime: -5 to -3°C

Off-Season Highlights

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April to May

Springtime brings a quieter atmosphere with blooming flora, making it a great period for those seeking tranquility and scenic views without the peak-season crowds.

Average Temperature Daytime: 8-14°C - Nighttime: 3-7°C
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September to October

Autumn offers a mild climate and vibrant foliage, providing a charming setting for quiet retreats and enjoying the natural beauty of the area.

Average Temperature Daytime: 12-18°C - Nighttime: 7-10°C

Weekly Weather Forecast for Upa

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 dining areas or picnic tables to make the most of the scenic surroundings.
  • Relax on a spacious patio or veranda that offers stunning views of the region's natural beauty.
  • Take advantage of private gardens or landscaped yards for leisurely strolls and outdoor activities.
  • Make use of designated barbecue grills to enhance your outdoor culinary experiences.
  • Access outdoor recreational facilities such as volleyball courts or swing sets suitable for families and groups.
  • Experience the tranquility of a private pond or water feature, perfect for quiet reflection or fishing.
  • Utilize outdoor fire pits or fireplaces for cozy gatherings during cooler evenings in this destination's peaceful environment.
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Family Activities

  • Saaremaa Safari Park: Experience a family-friendly day exploring local wildlife and engaging with native animals in the nearby safari park, offering fun and educational activities for all ages.
  • Local Beaches: Relax and enjoy the stunning Baltic Sea coastline with your loved ones at the area’s safe and scenic beaches, perfect for swimming, picnicking, and building sandcastles.
  • Seaplane Tours: Take an adventurous seaplane tour over the region, providing a memorable way to view the picturesque landscapes and coastline from above as a family.
  • Nature Trails: Discover family-friendly nature trails that weave through lush forests and open fields, ideal for hiking and birdwatching in this charming destination.
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Adult Activities

  • Explore Saaremaa's historic windmills: Take a leisurely tour around the region’s iconic windmills to enjoy scenic views and learn about local heritage.
  • Relax at tranquil beaches: Unwind along the peaceful shores nearby, perfect for sunbathing, swimming, or simply enjoying the natural coastal beauty.
  • Discover local art galleries: Visit nearby galleries to experience the area's vibrant creative scene and view works inspired by the surrounding landscape.
  • Enjoy nature walks in the countryside: Find well-maintained trails that offer an immersive experience of Estonia’s lush greenery and serene environment.

Upa Travel Tips

How Can You Make the Most of Your Stay?

  • Embrace the local culture: Make time to explore the authentic traditions and customs that make this destination unique, enriching your stay in the region.
  • Plan outdoor activities: Take advantage of the area's natural beauty by engaging in outdoor pursuits such as walking, cycling, or exploring nearby landscapes.
  • Choose accommodations wisely: Select well-reviewed vacation rentals that are centrally located to maximize your access to the region’s scenic spots and attractions.
  • Respect the environment: Practice eco-friendly habits during your visit to help preserve the natural serenity and charm of this destination for future travelers.

Transportation Options

  • Car Rentals: Renting a car offers you the flexibility to explore the scenic surroundings of this region at your own pace, with several local providers available nearby.
  • Public Buses: Bus services connect Upa with major towns and can be a cost-effective and convenient transportation option during your stay.
  • Taxis and Rideshare Services: Taxis or rideshare options provide door-to-door convenience for quick trips around the area or to nearby attractions.
  • Bicycle Rentals: For an eco-friendly way to enjoy the natural beauty here, bicycle rentals are readily accessible and perfect for exploring trails and rural paths.

Local Customs Options

  • Saaremaa Hospitality: Embrace the warm and welcoming attitude when you visit, as locals highly value politeness and good manners in social interactions.
  • Traditional Celebrations: Participate in or observe island-specific festivals, which often feature folk music, dance, and local crafts, reflecting the area's rich cultural heritage.
  • Respect for Nature: In this part of Estonia, it is customary to show reverence for the natural landscape by adhering to conservation efforts and participating in eco-friendly practices.
  • Local Cuisine Etiquette: When dining out, it's typical to share meals communally and appreciate the simple, hearty flavors characteristic of Estonian food here.

Frequently Asked Questions About Upa?

1. What are the top vacation rentals in Upa?

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 50 in the Upa 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 Upa. 

4. What is the cancellation policy for vacation rentals in Upa, Saare County?

Cancellation policies vary by listing; please review the specific terms outlined in your chosen accommodation's details or contact the owner directly for precise information.

5. Are there any additional fees I should be aware of when booking a property in this region?

Additional fees such as cleaning, service charges, or security deposits are detailed within each listing. To ensure clarity, review the fee section or reach out to the host directly.

6. How do I confirm my reservation at a vacation rental in Saare County?

Reservations are typically confirmed once you complete the booking process and receive a confirmation notification. For specific instructions or assistance, contacting the property owner can be helpful.

7. What amenities can I expect in the vacation rentals here?

Amenities vary between properties; details including kitchen facilities, Wi-Fi, and outdoor spaces are listed in each property’s description. Confirm with the owner if you have specific requirements.

8. Is there a minimum stay requirement for rentals in this area?

Minimum stay policies depend on the individual host or property listing. Please refer to each listing’s terms or inquire with the owner to clarify any minimum night requirements.