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Jamaica Hills - Pond vacation rentals

We found 112 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Jamaica Hills - Pond that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.
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Find out more about Jamaica Hills - Pond

Why visit Jamaica Hills - Pond

  • Cultural richness: Immerse yourself in the vibrant culture of Jamaica Hills - Pond, featuring historic colleges and diverse communities.
  • Outdoor relaxation: Enjoy leisurely activities at Jamaica Pond, perfect for picnics, walking, and enjoying nature.
  • Family-friendly atmosphere: Explore family-oriented streets and local parks, providing fun for visitors of all ages.
  • Diverse accommodations: Choose from cozy apartments to spacious vacation homes, ensuring a comfortable stay.
  • Urban charm: Discover the unique blend of history and modern life in the lively Jamaica Plain neighborhood.

Popular types of accommodation around Jamaica Hills - Pond

If you're exploring vacation rentals in Jamaica Hills - Pond, you'll find a variety of popular accommodations to suit your needs. Choose from cozy apartments, spacious houses, or modern condos. Many properties feature convenient parking lots, inviting dining areas, and recreation rooms for relaxation. With a diverse housing stock, you can easily find the perfect bedroom home for your getaway. Enjoy your stay with comfort and ease in this beautiful destination.

  • Apartments: The top choice for travelers in Jamaica Hills - Pond, offering comfortable living spaces with convenient amenities.
  • Houses: A popular option for those seeking a home-like atmosphere, perfect for families or groups.
  • Condos: A stylish and modern lodging choice, ideal for those who enjoy a community feel with shared amenities.
  • House Boats: For a unique experience, these floating accommodations provide a fun twist on traditional lodging.
  • Cottages: A charming option for a cozy getaway, surrounded by nature for a peaceful retreat.**

Top attractions near Jamaica Hills - Pond

Jamaica Hills - Pond in Boston, Massachusetts, is perfect for culture-themed and sports vacations, featuring attractions like historic colleges, urban parks, and modern universities. Visitors can enjoy a rich cultural experience, explore family-friendly activities, and relax at Jamaica Pond. This vibrant area caters to tourists seeking a blend of history and leisure, making it an ideal destination for a memorable getaway.

  • Fenway Park: A historic sports stadium, Fenway Park is an iconic destination for baseball fans, home to the Boston Red Sox. Experience the electric atmosphere, rich history, and unique culture vibes as you enjoy a game or take a guided tour of this cherished landmark.
  • Harvard University: As one of the oldest institutions of higher education, Harvard University offers a deep dive into academic excellence and rich tradition. Stroll through its beautiful campus, absorbing the culture vibes and historic architecture.
  • Boston Common: The oldest public park in the U.S., Boston Common is perfect for family outings and outdoor activities. Enjoy its expansive lawns, walking paths, and vibrant city vibes while relaxing in nature or attending various events.

Things to do recommended for couples

Planning a romantic getaway near Jamaica Hills - Pond? Enjoy a night of music at MGM Music Hall, hit the slopes at Blue Hills Ski Area, or embark on an adventure with Courageous Sailing Center. Each offers a unique vibe perfect for couples looking to connect and create lasting memories.

Things to do recommended for families

Families can catch exciting games at Agganis Arena, just 3 miles away, enjoy wellness and relaxation at Larz Anderson Park, only 0.5 miles away, and indulge in sweet treats at Stowaway Sweets, located 19 miles away, creating unforgettable memories together.

Things to do recommended for groups

Explore the vibrant atmosphere of Harvard Square for shopping and entertainment, enjoy a romantic tour at Samuel Adams Brewery, or catch a film at the historic Coolidge Corner Theatre, offering a perfect blend of culture and family fun—all within a short distance from Jamaica Hills - Pond.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Jamaica Hills - Pond

If you're traveling with a group, family, pets, or planning a longer stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Jamaica Hills - Pond with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. The good news is you can easily filter for these preferences and more on Vrbo.
  • Traveling to Jamaica Hills - Pond with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, you might want to think about how close you are to attractions that are fun for the whole family.
  • Taking your pets with you to Jamaica Hills - Pond: For many families, a vacation wouldn’t feel complete without their furry companions. If you relate to this, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jamaica Hills - Pond: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like parking, a spacious kitchen, or a private pool in your search as well.

Where to stay near Jamaica Hills - Pond

Jamaica Hills - Pond offers a delightful blend of culture, sports, and business-friendly experiences. Explore the vibrant Jamaica Plain neighborhood, known for its diverse communities and rich history. Stroll through family-friendly streets and enjoy local parks, while soaking in the urban atmosphere. With its welcoming residents and unique charm, this area is perfect for travelers seeking a mix of relaxation and exploration in the heart of Boston.

  • Boston: Boston is a vibrant metropolis steeped in history and culture, making it an essential stop for any traveler. Home to iconic landmarks such as the Freedom Trail and Fenway Park, visitors can immerse themselves in the rich tapestry of American history and sports. The city boasts a variety of educational institutions, music venues, and shopping centers. Enjoy the lively atmosphere of its neighborhoods, indulge in delicious cuisine, and explore local art scenes. Boston serves as a gateway to numerous attractions, including historic sports stadiums and event venues, ensuring a well-rounded travel experience.
  • Jamaica Plain: Just 0.7 miles from Jamaica Hills - Pond, Jamaica Plain is a charming neighborhood known for its diverse culture and vibrant community spirit. This area is perfect for those interested in sports, art, and local businesses. Visitors can enjoy a variety of activities, from attending music concerts to exploring local shops and eateries. Jamaica Plain is home to beautiful parks and historic sites, including the Arnold Arboretum and historic sports stadiums. The neighborhood's close-knit atmosphere and welcoming vibe make it an ideal spot for a leisurely stroll or an afternoon of exploration.
  • Brookline: Located 2 miles away from Jamaica Hills - Pond, Brookline is a picturesque city that offers a blend of culture and sports. With its rich history, vibrant community, and access to educational institutions, Brookline provides travelers with a unique experience. Visitors can enjoy shopping, dining, and attending music concerts in this charming city. Explore historic college campuses and scenic parks, or catch a game at a local stadium. Brookline’s proximity to Boston allows for easy access to the larger city while enjoying a more relaxed suburban atmosphere.

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. Being the organizer definitely has its perks. By enrolling in our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin your savings journey.

Vrbo Trips: Effortless planning

Vrbo's user-friendly Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up from where you left off, or easily view and organize your itineraries. The properties you've saved or booked are conveniently categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Jamaica Hills - Pond?
In Jamaica Hills - Pond, apartments are the most popular type of vacation rental, with about 11 available in the area. These apartments are often situated in peaceful neighborhoods, providing a relaxing atmosphere for travelers. Most rooms come equipped with essential amenities such as fully stocked kitchens, comfortable living areas, and some may feature outdoor spaces like balconies or patios for enjoying the serene surroundings.

In addition to apartments, there are several vacation houses and condos available, offering additional options for those seeking more space. These properties typically include multiple bedrooms, living rooms, and outdoor areas superb for gatherings.
Are there any beach house rentals in Jamaica Hills - Pond?
Yes, in Jamaica Hills - Pond, Massachusetts, there are beach house rentals available. These properties are typically situated near the picturesque pond, providing easy access to water activities and scenic views. Travelers can expect amenities such as multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for family gatherings or group getaways. Many of these beach houses also feature outdoor decks or patios, superb for enjoying the tranquil surroundings and summer evenings.
How much does it cost to rent a vacation home in Jamaica Hills - Pond?
Prices for vacation rentals in Jamaica Hills - Pond vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Jamaica Hills - Pond to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Jamaica Hills - Pond vacation house rentals?
You can find great discounts on house rentals in Jamaica Hills - Pond on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Jamaica Hills - Pond?
In Jamaica Hills - Pond, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals with ease. Many rentals also feature a blender and a coffee/tea maker, making it convenient for guests to enjoy their favorite beverages. Onsite parking is typically available, providing easy access for those traveling by car. Additionally, many properties offer patios where guests can relax outdoors and take in the tranquil surroundings.
Are there any family house rentals in Jamaica Hills - Pond?
In Jamaica Hills - Pond, there are some family-friendly house rentals available, with around twelve options to choose from. This charming area is known for its serene environment and proximity to outdoor activities. Many of these homes offer spacious living areas, full kitchens, and ample bedrooms to accommodate families comfortably. Visitors can enjoy amenities such as backyards for kids to play in and cozy living spaces superb for family gatherings.

Nearby, families can explore local parks and nature trails, providing opportunities for hikes and picnics. The scenic beauty of the locale enhances the experience, making it a delightful spot for family vacations.
Can I rent a vacation home with a pool or hot tub in Jamaica Hills - Pond?
In Jamaica Hills - Pond, travelers can find several vacation homes available for rent that feature both pools and hot tubs. This charming area offers a serene environment, great for those looking to unwind. Many properties come equipped with outdoor pools, private hot tubs, and spacious decks, making them ideal for relaxation and family gatherings. Amenities such as fully equipped kitchens, cozy living areas, and outdoor grilling spaces enhance the experience, allowing guests to enjoy both comfort and convenience during their stay.
Are there any Jamaica Hills - Pond vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Jamaica Hills - Pond with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Jamaica Hills - Pond?
Yes, you can book pet-friendly vacation rentals in Jamaica Hills - Pond, with a variety of options available. This charming area offers homes that typically come equipped with amenities such as spacious backyards, fully equipped kitchens, and cozy living spaces, making them ideal for travelers with pets. Many of these rentals provide easy access to scenic outdoor areas, allowing for enjoyable walks and playtime with your furry companions.
Can I find long-stay vacation rentals in Jamaica Hills - Pond?
A long-stay vacation rental in Jamaica Hills - Pond is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Jamaica Hills - Pond for a vacation rental?
The peak season for visiting Jamaica Hills - Pond typically spans from May to July, making it an ideal time for travelers seeking a vibrant escape. During these months, visitors can revel in the warm summer weather, with temperatures averaging from the mid-70s to low 80s Fahrenheit. This delightful climate invites outdoor activities such as hiking, fishing, and exploring the picturesque surroundings, ensuring plenty of opportunities for adventure.

July stands out as the most popular month, drawing families and outdoor enthusiasts alike to enjoy the area's natural beauty and recreational options. The lively atmosphere created by fellow travelers adds to the experience, making it a great time to immerse yourself in the local culture and community events.

For those looking to enjoy Jamaica Hills - Pond while being mindful of their budget, consider visiting in December. This month offers a peaceful retreat, allowing you to appreciate the serene beauty of the area during the quieter winter season. While the temperatures drop to the low 30s to mid-40s Fahrenheit, the cozy charm of the region during this time can be quite enchanting.

Ultimately, the best time to book a vacation rental in Jamaica Hills - Pond depends on whether you prefer the lively summer months filled with outdoor activities or the tranquil winter season that allows for reflection and peace.
Are there any remote work vacation rentals in Jamaica Hills - Pond?
In Jamaica Hills - Pond, Massachusetts, there are several remote work-friendly vacation rentals available, totaling around 19 options. These accommodations are well-suited for travelers looking to balance work and leisure. Many of the rentals feature dedicated office spaces, including desks and comfortable chairs, allowing for a productive work environment. Wi-Fi is commonly provided, ensuring reliable internet access for remote tasks.

The area itself is known for its serene surroundings and appealing natural beauty, making it an inviting place to work remotely. Additionally, you can enjoy nearby parks and recreational opportunities, superb for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Jamaica Hills - Pond vacation rental?
Book your Jamaica Hills - Pond vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Jamaica Hills - Pond?
In Jamaica Hills - Pond, visitors can enjoy a serene atmosphere with access to several attractions that showcase the area's natural beauty and cultural offerings. The nearby Jamaica Pond is a lovely spot for walking, jogging, or simply relaxing by the water, and it features a picturesque path that is superb for outdoor activities. The neighborhood is also close to the Arnold Arboretum, where travelers can explore beautifully landscaped gardens and a diverse collection of trees, making it an ideal place for nature lovers.

Additionally, the area's proximity to the vibrant community of Jamaica Plain offers a variety of shops, restaurants, and local art scenes that contribute to its charm.
Can I change or cancel my Jamaica Hills - Pond home rental booking on Vrbo?
To find Jamaica Hills - Pond vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Jamaica Hills - Pond vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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