Hamilton holiday rentals
We found 3 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Hamilton that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, including air conditioning and cable TV. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Find spaces that suit your style
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Find properties near top attractions in Hamilton

Appleton Farms Grass Rides
More information about Appleton Farms Grass Rides. Opens in a new window.Find the best place to stay - Hamilton

Whole House Steps from Pleasant Pond
Sleeps 3 · 1 bedroom · 1+ bathroom

Great Space to be Together and Spread out
Sleeps 5 · 3 bedrooms · 1 bathroom

Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
Sleeps 6 · 3 bedrooms · 3 bathrooms

Riverview charming apt near beach
Sleeps 6 · 2 bedrooms · 1 bathroom

Elegant farmhouse in Ipswich near Crane Beach and Estate
Sleeps 10 · 5 bedrooms · 2+ bathrooms

3B apt Downtown Ipswich
Sleeps 7 · 3 bedrooms · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Hamilton for a holiday rental?
The best time to visit Hamilton for a holiday rental is during September, as this month marks the transition into the beautiful autumn season. With peak season running from August to October, visitors can experience the vibrant fall colours that adorn the picturesque landscapes of this charming Massachusetts town.September offers comfortable temperatures, typically ranging from 10 to 20 degrees Celsius, ideal for outdoor activities like hiking and exploring the stunning coastline. The pleasant weather also makes it a superb time for leisurely strolls through local parks and enjoying the quaint atmosphere of downtown Hamilton.For those seeking a more budget-friendly option, November presents an opportunity to visit after the peak tourist season. While the weather may be cooler, you can still enjoy the tranquillity of the area and take in the serene beauty of Hamilton without the crowds.
What are the top attractions in Hamilton, Massachusetts, United States of America?
In Hamilton, Massachusetts, visitors can enjoy a variety of attractions that highlight the area's natural beauty and rich history. The town is closely associated with the picturesque Bradley Palmer State Park, which offers expansive walking trails, picnic areas, and opportunities for birdwatching. This park is ideal for outdoor enthusiasts looking to explore the local landscape.Another highlight is the nearby Appleton Farms, one of the oldest working farms in the United States, where visitors can enjoy seasonal activities, shop for fresh produce, and enjoy scenic walking paths. The farm also hosts events and educational programmes that showcase sustainable agriculture.For those interested in history, the town features several historic sites, including the Hamilton Historical Society, which provides insights into the community's past. Additionally, the charming downtown area offers quaint shops and restaurants, superb for a leisurely afternoon.
Are all fees included in the Hamilton holiday homes prices shown on Stayz?
Stayz 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.
Are there any Hamilton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Hamilton 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 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 any discounts for Hamilton holiday homes?
You can find great discounts on holiday homes in Hamilton on Stayz, 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.
Can I change or cancel my Hamilton holiday home booking on Stayz?
To find Hamilton holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Hamilton?
A long-stay holiday home in Hamilton 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Hamilton holiday home?
Book your Hamilton holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hamilton?
Prices for holiday homes in Hamilton 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Hamilton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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