Cliff holiday lettings
We found 245 holiday rentals — enter your dates for availability
Discover a selection of 45 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.
Find spaces that suit your style
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Find the best place to stay - Cliff

Unique house and property-private beach access-open September 13th onward
Sleeps 9 · 5 bedrooms · 3+ bathrooms

Best Value in Nantucket's Premier Cliff Area near Town, Westmore and Beaches.
Sleeps 9 · 5 bedrooms · 4+ bathrooms

Cliff location walk to Steps Beach, The Westmoor Club and Town!
Sleeps 8 · 4 bedrooms · 2+ bathrooms

Off Cliff Rd, 3000sqft, open plan, fully A/C , views, walk to Town, Steps Beach
Sleeps 8 · 4 bedrooms · 4 bathrooms

A Nantucket Gem with Private Beach Access in a Coveted Location ☀️🌊
Sleeps 6 · 3 bedrooms · 2+ bathrooms

Large Family Rental Close to Town & Steps Beach
Sleeps 8 · 4 bedrooms · 4+ bathrooms
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
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 best time to visit Cliff, Massachusetts, for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant summer period attracts travellers eager to enjoy the beautiful coastal scenery and partake in outdoor activities, such as hiking and beach outings. Visitors can relish warm temperatures, typically ranging from 15 to 30 degrees Celsius, making it ideal for exploring the area's stunning landscapes.During these months, the atmosphere is lively, with numerous events and festivals that highlight the local culture and community spirit. Whether you're lounging on the beach, exploring scenic trails, or enjoying fresh seafood at local restaurants, there's something for everyone.If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing for peaceful explorations of the picturesque coastline and charming towns without the summer crowds. You can enjoy the crisp autumn air and the stunning fall foliage, creating a different yet equally beautiful backdrop for your holiday.Ultimately, the best time to book your holiday rental in Cliff depends on your preference for lively summer activities or a more tranquil autumn escape.
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 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 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.
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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