Dorset Beach Vacations 2026

Top Beach vacation packages in Dorset

Price found within the past 48 hours. Click for updated prices.

Park Manor Hotel

$501

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

7.8/10 Good! (1,303 reviews)

Lodges At Cresthaven

$836

per person

Sep 29 - Oct 2

found 8 hours ago

Roundtrip non-stop flight included

New Orleans (MSY) to Albany (ALB)

9.4/10 Exceptional! (623 reviews)

Overall is really nice to stay here with my family.

Reviewed on Aug 17, 2026

South Shire

$552

per person

Oct 4 - Oct 6

found 12 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.2/10 Wonderful! (128 reviews)

It is a classic house that is full of antique s and fine wood working.

Reviewed on Aug 17, 2026

Seesaw's Lodge

$609

per person

Oct 5 - Oct 7

found 1 day ago

Roundtrip flight included

New York (LGA) to Albany (ALB)

10/10 Exceptional! (28 reviews)

Great property with beautiful Mountain views and lovely gardens. A great place to relax.

Reviewed on Jul 15, 2026

Kingston Carriage House

Rondout

$906

per person

Sep 27 - Oct 1

found 22 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.2/10 Wonderful! (48 reviews)

very clean comfortable and stylish room. check in was all done digitally, all went smoothly ; but everything is self service.

Reviewed on Aug 18, 2026

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3 Night Beach vacations in Dorset

Price found within the past 48 hours. Click for updated prices.

The Equinox Golf Resort & Spa

Manchester Village Historic District

$768

per person

Oct 4 - Oct 7

found 10 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

7.4/10 Good! (656 reviews)

We loved this hotel, really nice amenities, great rooms. I wish we had planned less activities and spent more time at the hotel. If you want to stay in the hotel, plan to spend a day in the hotel. Breakfast ends at 11 and bar closes at around 10 depending on crowd.

Reviewed on Aug 16, 2026

Lodges At Cresthaven

$836

per person

Sep 29 - Oct 2

found 8 hours ago

Roundtrip non-stop flight included

New Orleans (MSY) to Albany (ALB)

9.4/10 Exceptional! (623 reviews)

Overall is really nice to stay here with my family.

Reviewed on Aug 17, 2026

Seesaw's Lodge

$1,128

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

10/10 Exceptional! (28 reviews)

Great property with beautiful Mountain views and lovely gardens. A great place to relax.

Reviewed on Jul 15, 2026

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4 Night Beach vacations in Dorset

Price found within the past 48 hours. Click for updated prices.

The Ponds at Foxhollow

Save 100% on your flight

$648

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

8.6/10 Excellent! (145 reviews)

Quiet property. Convenient location.

Reviewed on Aug 2, 2026

The Nightingale by Avantstay Historic Catskills Retreat Lake Views + Near Hudson Sleeps 18

Save 100% on your flight

$2,642

per person

Oct 1 - Oct 5

found 23 hours ago

Roundtrip non-stop flight included

New Orleans (MSY) to Albany (ALB)

No reviews

The White House Inn

$1,355

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Seattle (SEA) to Albany (ALB)

9/10 Wonderful! (342 reviews)

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How do I book the best Dorset beach vacation packages?

Life’s a beach when you dive into our brilliant Dorset beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Dorset?

A rental steps from the shore creates an amazingly affordable Dorset beach vacation. Seaside sojourns during low season start from $501. Prices and availability are subject to change. Additional terms may apply.

When should I book a Dorset beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Dorset?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Dorset beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Dorset vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Dorset beach vacation deals?

Sort your search results by deals to delight in amazing Dorset beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Dorset beach trip with free cancellation and/or flexible dates?

Just like the Dorset tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Dorset beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Dorset. (OK, maybe not that last part.)

Top Beach Dorset Hotels

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Dorset VT

26 min walk from Green Mountain National Forest

At this vacation home, get ready to stroll along the shoreline in Dorset, as you'll be close to the beach.

9.6/10 Exceptional! (18 reviews)

"The stay was nice! We had plenty of space for our big family. The kitchen gathering area was very spacious."

Reviewed on Oct 25, 2025

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

Dorset VT

14 min drive from Green Mountain National Forest

Stay at this cottage in Dorset. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Green Mountain National Forest and Dorset Playhouse are ...

10/10 Exceptional! (42 reviews)

"Wish all rentals were this great!The house is charming, neat, soulful, nicely decorated and the kitchen is incredibly well stocked with everything a chef could want. This feels like a person's home, not an impersonal rental. The owner was super responsive when we had a few questions. Would stay here ..."

Reviewed on Apr 17, 2026

See all 2,020 properties in Dorset

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.