Cliff holiday lettings

We found 255 holiday rentals — enter your dates for availability

Discover a selection of 44 homes and other holiday rentals in Cliff that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include parking and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Cliff

Showing deals for:16 Jan - 23 Jan

Image gallery for Charming Historic Downtown Cottage

Exterior
9.8 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)

Charming Historic Downtown Cottage

Nantucket, MA

8% off
Price is £5,459
for 7 nights, 1 cottage
£780 per night
includes taxes & fees
Charming Historic Downtown Cottage

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • 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 Cliff?
In Cliff, holiday houses are the most popular type of rental, with several available throughout the area. These properties typically provide spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many of these homes also offer outdoor spaces such as gardens or patios, superb for enjoying the pleasant Massachusetts climate.
Are there any beach house rentals in Cliff?
In Cliff, Massachusetts, there are several beach house rentals available, providing visitors with a charming coastal experience. These properties are typically situated close to the beautiful beaches and scenic waterfront, making them ideal for those looking to enjoy sun, sand, and sea. Most beach houses come equipped with amenities such as fully furnished kitchens, spacious living areas, and outdoor decks or patios superb for enjoying the ocean breeze. Some may also feature additional perks like private gardens, BBQ facilities, and multiple bedrooms, suiting families or groups.
How much does it cost to rent a holiday home in Cliff?
Prices for holiday rentals in Cliff 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 Cliff 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 Cliff holiday house rentals?
You can find great discounts on house rentals in Cliff 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.
Are there any Cliff holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cliff 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 find long-stay holiday rentals in Cliff?
A long-stay holiday rental in Cliff 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 Cliff for a holiday rental?
The peak season for holiday rentals in Cliff, Massachusetts, is during the summer months, from June to August. This vibrant period attracts visitors seeking sun-soaked adventures, beautiful beaches, and a range of outdoor activities. July stands out as the most popular month, bringing a lively atmosphere where families and friends flock to enjoy the scenic coastline and local attractions.

During these summer months, you can expect pleasant temperatures averaging in the mid to high 20s Celsius. This makes it an ideal time for beach outings, picnics, and exploring the charming local shops and eateries. The warm weather and extended daylight hours offer plenty of opportunities for sightseeing and relaxing by the water.

If you're looking for a more budget-friendly time to visit Cliff, consider planning your trip in November. This month tends to be quieter, allowing you to explore the area without the hustle and bustle of the peak season. You can still enjoy the picturesque landscapes and perhaps even catch a glimpse of the stunning autumn foliage, creating a serene backdrop for your getaway.
Are there any remote work holiday rentals in Cliff?
In Cliff, Massachusetts, there are several holiday rentals available that are suitable for remote work. This charming area offers a peaceful environment, ideal for productivity, with properties often featuring dedicated workspaces, high-speed Wi-Fi, and comfortable seating arrangements. Many rentals also include amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces where you can unwind after a day's work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Cliff holiday rental?
Book your Cliff 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.
Can I change or cancel my Cliff home rental booking on Vrbo?
To find Cliff 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cliff 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.

More holiday ideas