Photo by Greater Boston Convention & Visitors Bureau

City Point holiday lettings

We found 47 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in City Point to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as parking and air conditioning. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in City Point?
In City Point, apartments are the most prevalent type of holiday rental, with about 75 available in the area. Many of these apartments are situated in vibrant neighbourhoods, providing easy access to local cafes and shops. Most units come equipped with modern amenities such as fully furnished kitchens, comfortable living spaces, and often include features like balconies or patios for enjoying the surroundings.

In addition to apartments, there are several condos and holiday houses scattered throughout City Point. These properties typically offer more space and privacy, with multiple bedrooms, private outdoor areas, and sometimes additional amenities like swimming pools or fitness centres.
Are there any beach house rentals in City Point?
In City Point, Massachusetts, there are indeed beach house rentals available, offering a lovely seaside experience. The area features a selection of private homes that typically include spacious living areas, fully equipped kitchens, and outdoor patios or decks where guests can enjoy the coastal views. Many of these rentals are situated near the waterfront, providing easy access to local beaches and recreational activities.
How much does it cost to rent a holiday home in City Point?
Prices for holiday rentals in City Point 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 City Point 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 City Point holiday house rentals?
You can find great discounts on house rentals in City Point 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 City Point?
In City Point, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, as well as coffee and tea makers for a convenient morning brew. Many properties are pet-friendly, accommodating travellers with furry companions, and service animals are also welcome. For those looking to maintain their fitness routine, several rentals feature fitness facilities.
Can I find family house rentals in City Point?
In City Point, Massachusetts, there are numerous family-friendly house rentals available—specifically, around 11 options for visitors to choose from. This charming area offers a mix of spacious homes that cater to families, featuring amenities such as full kitchens for preparing meals together, ample living spaces for relaxation, and outdoor areas where children can play safely.

The locale is conveniently situated near points of interest like the scenic coastline and nearby parks, providing plenty of opportunities for outdoor activities. Families can enjoy leisurely strolls along the beach or partake in picnics in local parks.
Can I rent a holiday home with a pool or hot tub in City Point?
In City Point, Massachusetts, there are several holiday homes available for rent featuring both pools and hot tubs. This charming seaside area offers a variety of rental options, allowing travellers to enjoy a relaxing getaway. Many of the properties come equipped with private pools, hot tubs, and outdoor entertaining spaces, making them ideal for families or groups looking to unwind. Expect amenities such as fully equipped kitchens, spacious living areas, and easy access to nearby beaches and local attractions.
Are there any City Point holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in City Point with parking available—perfect for families or travellers 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.
Can I book pet-friendly holiday rentals in City Point?
In City Point, Massachusetts, there are several pet-friendly holiday rentals available, with about 25 options for travellers seeking accommodations that welcome furry companions. Many of these properties come with amenities designed for comfort, such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

The area itself is known for its charming waterfront views and proximity to the coastline, making it an appealing destination for both pets and their owners. Nearby parks and recreational areas provide ample opportunities for walks and outdoor activities, ensuring that your pet can enjoy the beautiful surroundings alongside you.
Can I find long-stay holiday rentals in City Point?
A long-stay holiday rental in City Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit City Point for a holiday rental?
The peak season for visiting City Point runs from May to July, with July being the most popular month for holiday rentals. This vibrant period attracts a plethora of travellers eager to soak up the sun, enjoy outdoor activities, and experience the local culture. With warm temperatures typically ranging from the mid-teens to mid-twenties Celsius, it's an ideal time for beach outings, waterfront dining, and exploring the scenic beauty of the Massachusetts coastline.

During this time, the area buzzes with activity, making it great for those who thrive in a lively option. You can enjoy everything from beach volleyball to leisurely strolls along the waterfront, all while mingling with fellow holidaymakers.

For those looking for a more budget-friendly option, consider planning your visit in December. This quieter month allows for a great experience, where you can enjoy the serene beauty of City Point without the crowds. The cooler temperatures, ranging from around 0 to 5 degrees Celsius, create a picturesque winter landscape, great for cosy getaways and peaceful reflection.
Are there any remote work holiday rentals in City Point?
In City Point, Massachusetts, there are ample options for remote work holiday rentals, with around 33 available properties suiting the needs of travellers looking to balance work and leisure. These rentals often come equipped with essential amenities for remote work, including dedicated office spaces, desks, and comfortable desk chairs. High-speed Wi-Fi is typically provided, ensuring that guests can stay connected and productive during their stay.

The area itself offers a charming coastal atmosphere, with nearby points of interest such as the scenic waterfront and local parks providing a refreshing break from work. Visitors can also explore the vibrant local dining scene and shops, adding an enjoyable touch to their remote working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a City Point holiday rental?
Book your City Point holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in City Point, Massachusetts, United States of America?
In City Point, Massachusetts, visitors can enjoy various attractions that highlight the area's coastal charm. One of the main draws is the picturesque beach, where you can relax and take in views of the harbor. The nearby historic Fort Independence, located on Castle Island, offers a glimpse into the area's military history and stunning waterfront views, making it a great spot for a leisurely stroll or a picnic.

Additionally, the nearby Pleasure Bay provides opportunities for water activities such as kayaking and paddleboarding, while the surrounding parks, like the nearby Carson Beach, are superb for outdoor enthusiasts looking for a scenic place to walk or jog.
Can I change or cancel my City Point home rental booking on Vrbo?
To find City Point holiday 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 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 travellers 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 cosy cabin or a beach house, 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 City Point holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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