Discover Your Ideal Upwey, Weymouth Vacation Rentals for a Memorable Stay in England
Discover Your Perfect Upwey Vacation Homes
Best Vacation Homes in Upwey
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- Balcony/Terrace
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- Pet Friendly
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- Balcony/Terrace
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- View
Upwey Luxury Rentals
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- Balcony/Terrace
Upwey Pet Friendly Vacation Rentals
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- Pet Friendly
- Security/Safety
- Parking
- Pet Friendly
- Balcony/Terrace
Upwey Large Vacation Homes
- Wheelchair Accessible
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- Bedding/Linens
Why Choose Rent By Owner for your Upwey Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Upwey
When should you plan your Vacation Rentals stay?
To make the most of your stay here, consider visiting during the shoulder seasons when the area is peaceful and the weather is mild, allowing you to enjoy this destination's natural beauty and local charm at a relaxed pace.
Peak Season Highlights
Summer (June to August)
During the summer months, this region experiences warm weather, making it ideal for outdoor activities and enjoying the scenic coastal views. The area sees increased visitors seeking the lively atmosphere and longer daylight hours.
Early Autumn (September to October)
As the weather remains mild and pleasant, this time of year attracts travelers looking for a quieter yet still enjoyable stay before the colder winter months. It’s a perfect period for exploring the natural beauty and local attractions.
Off-Season Highlights
Late Autumn to Early Winter (November to December)
The region becomes quieter as temperatures drop, offering a peaceful retreat with fewer tourists. This is an excellent opportunity to experience the area in a more relaxed setting with cozy accommodations.
Winter (January to February)
During the colder months, the area sees its lowest visitor numbers, providing a tranquil environment for those seeking solitude and scenic winter landscapes in this part of England.
Weekly Weather Forecast for Upwey
How to Book Your Upwey Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Upwey
Common Vacation Rentals Amenities
What amenities can you expect?
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 terraces to relax while taking in the scenic surroundings of the region.
- Benefit from well-maintained gardens or landscaped yards perfect for outdoor activities or simply unwinding amidst nature.
- Make use of private or shared outdoor dining spaces to savor meals outdoors, especially during pleasant weather.
- Take advantage of nearby walking trails or hiking paths right from your accommodation, allowing you to explore the natural beauty of the area.
- If available, utilize outdoor fire pits or barbeque facilities to enhance your outdoor gatherings and cookouts.
- Access outdoor parking or designated areas for bicycles and outdoor sports equipment to make exploring easier.
- Capitalize on outdoor amenities that overlook local landscapes or gardens, providing a tranquil setting during your stay here.
Top Attractions Around Upwey
What attractions are nearby?
Within this charming area, you can explore scenic walking trails, enjoy local cafes, and experience outdoor activities that showcase the natural beauty of Weymouth's surroundings.

Family Activities
- Weymouth Sea Life Adventure Park: You can enjoy a day exploring marine life exhibits and interactive displays suitable for all ages in this popular family attraction.
- The Dorset Teddy Bear Museum: This charming museum offers an engaging experience where children can learn about teddy bears' history and even create their own keepsakes.
- Weymouth Harbour Ferries: Taking a boat ride from the harbour allows you to enjoy scenic views of the coastline and spend quality time together on the water.
- The Nothe Fort: Discovering this historic coastal fort provides a fascinating insight into the area's military history while offering ample space for outdoor family activities.
Adult Activities
- Weymouth Bay Coastal Walk: Embark on a scenic stroll along the Weymouth Bay coastline to enjoy breathtaking views and fresh sea air, perfect for adult explorers seeking serenity and natural beauty.
- Bell Chase Golf Course: Play a round of golf at this nearby course, offering a challenging and picturesque setting that appeals to golf enthusiasts looking to relax and unwind.
- Local Pubs and Wine Bars: Experience the vibrant local hospitality scene by visiting charming pubs and sophisticated wine bars where you can indulge in regional ales and socialise with fellow visitors.
- Weymouth Museum & Art Gallery: Discover the rich history and artistic heritage of the area through engaging exhibits and collections that highlight the cultural attractions here.
Upwey Travel Tips
How Can You Make the Most of Your Stay?
- Explore local walking trails: Take advantage of the scenic paths nearby to experience the area's natural beauty and enjoy some outdoor activity during your stay.
- Visit nearby coastal attractions: Make time to discover the stunning beaches and seaside views that this destination is celebrated for, ensuring a memorable coastal experience.
- Plan an authentic countryside day trip: Immerse yourself in the region's rural charm by exploring its lush landscapes and quaint villages close to your vacation rentals.
- Utilize local amenities and services: Take advantage of the area’s shops, cafes, and cultural spots to make your stay more convenient and enjoyable while visiting here.
Transportation Options
- Weymouth Railway Station: This station provides convenient train services connecting the area to major cities across England, making it easy to explore the region from your vacation rental.
- Local Bus Services: Regular bus routes operate throughout the destination, offering affordable travel options for exploring nearby attractions and the town center.
- Taxis and Private Hire Vehicles: Taxis are readily available around the area, providing flexible transportation tailored to your schedule and comfort needs during your stay.
- Car Rentals: Numerous car rental agencies situated near the destination enable you to explore the scenic surroundings and relax at your own pace.
Local Customs Options
- Traditional Pantomimes: During festive seasons, it is common here for local communities to organize lively pantomime shows that celebrate British theatrical customs.
- Cream Tea Etiquette: Enjoying a cream tea with scones and clotted cream is a cherished custom, often performed in cozy cafes around this area, emphasizing the region’s rich culinary traditions.
- Village Harvest Festivals: Celebrating seasonal harvests, these festivals highlight local produce and crafts, reflecting the area's agricultural heritage during annual community gatherings.
- West Country Folk Music: Traditional folk music sessions are integral to social life here, offering visitors a glimpse into the timeless musical customs of the region.
Frequently Asked Questions About Upwey?
1. What are the top vacation rentals in Upwey?
There are a lot of options in Upwey. If you plan on staying in the Upwey area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upwey:
2. Which vacation homes in Upwey are best for families?
If you are looking for a family-friendly vacation home in Upwey, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Upwey:
3. How many Rentbyowner vacation rentals are available in Upwey?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 36 in the Upwey 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 Upwey.