Cuttyhunk Holiday Rentals from NZ$265: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Cuttyhunk has to offer?

Gorgeous Spacious Victorian Cape Cod Beach View Retreat : This holiday home rental outside of Cuttyhunk is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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Our top choices for Cuttyhunk holiday rentals

1. Walk to Beach! Oak Bluffs Home & Studio

Oak Bluffs

includes taxes & fees

1 Sept - 2 Sept

2. The Charming Gem Near The Water!

New Bedford

Thomas

includes taxes & fees

26 Aug - 27 Aug

3. Cozy efficiency apartment/heated pool

Chilmark

Clifford L.

includes taxes & fees

9 Sept - 10 Sept

4. Charming cottage overlooking the bay in Padanaram Village.

Dartmouth

Cathie K.

includes taxes & fees

24 Aug - 25 Aug

5. Lovely two bedroom apartment with indoor fireplace

Oak Bluffs

Aviva M.

includes taxes & fees

7 Sept - 8 Sept

6. Ellery Beach Bungalow #45- A Refined Island Escape

Middletown

Dana N.

includes taxes & fees

8 Sept - 9 Sept

7. Ellery Bungalow #51- Island Calm Near Newport

Middletown

Stacey

includes taxes & fees

8 Sept - 9 Sept

8. Lovely 3 bedroom apartment 3rd floor

New Bedford

Anonymous traveller

includes taxes & fees

17 Aug - 18 Aug

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Top Cuttyhunk Hotel Reviews

Best Western Dartmouth-New Bedford

10/10 Excellent

"The place was very good and the staff I met were excellent. I will be back. The property however needs immediate attention. It's understandable that the building itself might always need some upkeep, (heavy water damage had collapsed part of the front overhang), but finding, and more importantly leaving the entrance is outright dangerous. The hotel sign is not visible from the road, (only from INSIDE the parking lot),and the entrance sign is not visible at all until right at it. Leaving in a small vehicle is extremely risky due to shrubs and the nose of the car must be in the traffic lane before even seeing that it's safe to leave. It appears that this has been neglected for years. This is such a small item for such a big chain that the continuation of the problem is inexcusable. I can only hope that the situation has not resulted in personal injury, but that could only happen with the vigilance of those who are traveling on the roadway to move out of the way or stop beforehand."

AutoCamp Cape Cod

10/10 Excellent

"Overall our stay was really great and I would come back again. The staff was great and helpful! The bathroom is really the only place that I didn’t ’like’. We stayed in an airstream and it just could have been a little cleaner. I understand we are ‘camping’ but the windows in the bathroom were pretty gross. They definitely could have used a good wipe down from the inside to clear the dead bugs and debris. It wasn’t a huge issue and I didn’t even bring it up to the staff just something I noticed. The air condition worked great which was a huge plus bc it was definitely hot while we were there. The outdoor area was so fun! The surrounding bushes were flowering were attracted a TON of bees. The bees pretty much kept to the bushes but they were RIGHT next to the camper and the outdoor area. One bush easily had over a dozen bees in it at one point. Glad I’m not allergic to them!! It really was a great experience and I am glad we went and had fun!"

Whaler Inn and Suites

10/10 Excellent

"Nice place to stay! The outside may look like it needs renovation (probably forthcoming), but our room was newly renovated and very nice. They even thoughtfully included built-in charging stations on both nightstands. The rate (through Expedia) was very reasonable, compared to other properties in the area. The breakfast included coffee, several juices, two different cereals, oatmeal, muffins, granola bars, yogurt, and a Belgium waffle machine. Didn't use the indoor pool, but it looked fabulous. Would stay here again!"

Find out more about Cuttyhunk

Everything you need to know about Cuttyhunk holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cuttyhunk holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cuttyhunk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cuttyhunk holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuttyhunk. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuttyhunk holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuttyhunk holiday rentals we have selected for you start as low as NZ$265 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cuttyhunk rentals

At Expedia, we put the best Cuttyhunk holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cuttyhunk rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cuttyhunk holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuttyhunk. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a holiday rental in Cuttyhunk?

Yes, there are holiday rentals close to the most popular sights in Cuttyhunk, or you can select a more secluded option if you're looking for a relaxing stay. Cuttyhunk is known for its beaches.

What are some of the best holiday rentals that Cuttyhunk has to offer?

Gorgeous Spacious Victorian Cape Cod Beach View Retreat: This holiday home rental outside of Cuttyhunk is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Cuttyhunk?

Explore the area and family-friendly sights such as Buttonwood Park Zoo, or get out into nature at a spot like Aquinnah Cliffs. Gay Head Lighthouse and Demarest Lloyd State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Cuttyhunk like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cuttyhunk. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.

Cuttyhunk Holiday Rentals

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Check prices for these dates

Our top choices for Cuttyhunk holiday rentals

1. Walk to Beach! Oak Bluffs Home & Studio

2. The Charming Gem Near The Water!

3. Cozy efficiency apartment/heated pool

4. Charming cottage overlooking the bay in Padanaram Village.

5. Lovely two bedroom apartment with indoor fireplace

6. Ellery Beach Bungalow #45- A Refined Island Escape

7. Ellery Bungalow #51- Island Calm Near Newport

8. Lovely 3 bedroom apartment 3rd floor

9. Lovely 4- Bedroom apartment for rent

10. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

11. Ellery Beach Bungalow #47- Relaxed Island Living

12. Middletown Modern Apartment w/ Private Deck - RIBryan Properties

13. Seapowet suite

14. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

15. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

16. Brand New Guest house

17. Charming Vacation Home in Oak Bluffs.

18. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

19. Ellery Bungalow #49 - Minutes from the Sand

Find holiday rentals that suit your style

Top Cuttyhunk Hotel Reviews

Best Western Dartmouth-New Bedford

Find out more about Cuttyhunk

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