Discover Your Ideal Upham's Corner, Boston Vacation Rentals for a Comfortable Stay in Massachusetts
Discover Your Perfect Upham's Corner Vacation Homes
Best Vacation Homes in Upham's Corner
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Upham's Corner Luxury Rentals
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Upham's Corner Pet Friendly Vacation Rentals
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Upham's Corner Large Vacation Homes
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Why Choose Rent By Owner for your Upham's Corner Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Upham's Corner Vacation Rentals
Where are the best neighborhoods to stay in Upham's Corner?
Upham's Corner in Boston offers a charming and authentic neighborhood experience, perfect for those seeking convenient access to the city's attractions while enjoying a local vibe. Staying in this area means you’re close to diverse dining options, vibrant community events, and easy transit links to explore all of Boston’s renowned neighborhoods. Whether you're here for leisure or business, booking a vacation rental in Upham's Corner provides a comfortable and reliable home base, ensuring a seamless and enjoyable stay in this historic part of Massachusetts.
Dorchester
This lively neighborhood offers a rich cultural tapestry and easy access to Boston’s attractions, making it an ideal base for exploring the region. Staying here places you close to vibrant community events and convenient transportation options.
View 167+ Rentals in DorchesterRoxbury
Known for its historic significance and diverse atmosphere, this area provides a welcoming environment for visitors seeking an authentic Boston experience. It’s a prime spot to enjoy local culture while being well-connected to the city’s main sites.
View 81+ Rentals in RoxburyJones Hill
Perched on a scenic hillside, Jones Hill offers a charming residential setting with stunning views of the city, perfect for those wanting a peaceful retreat close to downtown Boston. Its quiet streets provide a comfortable and picturesque stay.
View 2315+ Rentals in Jones HillMeeting House Hill
Situated in a historic part of the city, this neighborhood blends old-world charm with modern convenience, making it an excellent choice for travelers seeking a mix of history and accessibility. The area features friendly communities and easy transit options.
View 1245+ Rentals in Meeting House HillDudley - Brunswick King
This dynamic district is known for its vibrant community life and central location within the city, offering quick routes to various parts of Boston. Staying here ensures you’re immersed in a lively environment while enjoying practical amenities.
View 2634+ Rentals in Dudley - Brunswick KingBest Times to Visit Upham's Corner
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the optimal seasons for this destination, when the weather and local events enhance your experience in the area.
Peak Season Highlights
Summer (June to August)
During the warmest months, you'll enjoy longer days and pleasant weather, ideal for exploring the area's local culture and outdoor activities.
Fall (September to November)
This time of year offers mild temperatures and stunning fall foliage, making it perfect for sightseeing and enjoying the vibrant local scene.
Off-Season Highlights
Winter (December to February)
The colder months tend to be quieter, offering a peaceful retreat with fewer crowds for those seeking a cozy stay in the area.
Early Spring (March to April)
As the region transitions from winter, you can experience fewer tourists and enjoy moderate temperatures that are perfect for city exploration.
Weekly Weather Forecast for Upham's Corner
How to Book Your Upham's Corner Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Upham's Corner
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 access to a private outdoor patio or garden area for relaxing and entertaining.
- Take advantage of nearby parks or green spaces ideal for outdoor activities and picnics.
- Make the most of available outdoor seating arrangements, perfect for morning coffee or evening gatherings.
- Benefit from secure bicycle storage if you plan to explore the neighborhood on two wheels.
- Experience outdoor grilling facilities to prepare meals in the fresh air during your stay.
- Find outdoor lighting that enhances safety and ambiance during evening hours.
- Opt for properties with scenic views or outdoor decks overlooking the region's charming surroundings.
Top Attractions Around Upham's Corner
What attractions are nearby?
In this vibrant area, you can enjoy a variety of local activities and cultural experiences that showcase the unique charm of Boston’s diverse neighborhoods, making your stay both memorable and enriching.

Family Activities
- Upham's Corner Playground: You can enjoy a relaxing afternoon at this family-friendly park, perfect for picnics and outdoor games in the area.
- Boston Harborwalk: Stroll along the scenic waterfront here, offering stunning views and engaging activities suitable for all ages.
- Children’s Museum of Greater Boston: This nearby museum provides hands-on exhibits and interactive displays that keep young minds entertained and inspired.
- Cultural Events at Dorchester Arts Collaborative: Experience local arts and crafts workshops happening close to your vacation rental, perfect for family participation.
Adult Activities
- Explore the local history at the Dorchester Historical Society Museum: Discover fascinating exhibits that highlight the area's rich past and cultural heritage, perfect for history enthusiasts staying nearby.
- Enjoy a leisurely walk along the Neponset River Greenway: Experience scenic views and outdoor recreation along this popular trail that showcases the natural beauty of the region.
- Savor authentic flavors at neighborhood eateries: Taste diverse culinary delights in local restaurants that reflect the vibrant community spirit here.
- Visit local art galleries and craft shops: Immerse yourself in the area's creative scene by browsing unique artworks and handmade goods crafted by regional artists.
Other Places to Stay in Upham's Corner, MA
Upham's Corner Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take advantage of the area's rich cultural diversity by sampling authentic local dishes at neighborhood eateries near your vacation rental.
- Discover Hidden Gems: Venture beyond the usual tourist spots to experience lesser-known attractions and community events that showcase the true spirit of this destination.
- Utilize Public Transportation: Maximize your stay by making use of accessible public transit options, allowing easy and affordable travel throughout the region.
- Engage with the Community: Connect with locals through community centers or markets to gain insider tips and enhance your overall experience here.
Transportation Options
- MBTA Blue Line Subway:** This efficient metro service connects you directly to Boston’s downtown and other key neighborhoods from the heart of Upham's Corner.
- Bus Services:** Several commuter and local buses serve the area, offering convenient transportation options around Boston and nearby suburbs.
- Bike Rentals and Cycling:** Bike-sharing programs are available for exploring the region at your own pace, especially along scenic routes close to the city.
- Taxis and Rideshare Services:** Reliable taxi companies and rideshare apps like Uber and Lyft provide easy, on-demand transportation within and outside the neighborhood.
Local Customs Options
- Respect for Local History: When visiting here, it’s customary to acknowledge and honor the area’s rich historical background through respectful behavior and appreciation of local landmarks.
- Community Engagement: Participating in neighborhood events or supporting local businesses reflects the region’s welcoming spirit and is highly valued by residents.
- Traditional Festivities: Attending or observing traditional celebrations allows visitors to experience the genuine cultural heritage that defines this destination.
- Dining Etiquette: Showing appreciation for the diverse culinary scene involves embracing local dining customs and engaging politely with staff during meals.
Frequently Asked Questions About Upham's Corner?
1. What are the top vacation rentals in Upham's Corner?
There are a lot of options in Upham's Corner. If you plan on staying in the Upham's Corner area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upham's Corner:
- Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
- Historic Townhouse Condo in the center of Boston, across from the Public Garden
- Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
- Rare Find in Boston's Hippest Neighborhood
- Chic South End Studio With Patio
- Great South End/Back Bay location, 1 bed condo near T station
- Stunning South End/Back Bay Penthouse!
- Beautiful Boston Brownstone!
- UltraLuxe Apt in Boston Brownstone in Prime Area
- Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
2. How many vacation rentals have private pools in Upham's Corner?
There are 22 vacation rentals with private pools near Upham's Corner. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Upham's Corner are best for families?
If you are looking for a family-friendly vacation home in Upham's Corner, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Upham's Corner:
4. How many Rentbyowner vacation rentals are available in Upham's Corner?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 2499 in the Upham's Corner 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 Upham's Corner.
5. What is the cancellation policy for vacation rentals in this area?
6. How do I know if a vacation rental in the region is suitable for my needs?
7. Are there any additional fees I should be aware of when booking here?
8. What is the best way to contact the host of a vacation rental in this destination?
9. Is it possible to modify or extend my stay at a vacation rental here?
Upham's Corner Top Rated Vacation Rentals
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