North Chittenden Beach Vacations 2026

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Top Beach vacation packages in North Chittenden

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

Four Columns Inn

$878

per person

Nov 22 - Nov 28

found 7 hours ago

Roundtrip flight included

Philadelphia (PHL) to Rutland (RUT)

9.8/10 Exceptional! (58 reviews)

I stayed 4 nights in room 12. The room was clean and comfortable. The bed was comfortable as well. The room and the hotel were very clean. The staff was friendly and helpful. Breakfast during the week is just coffee and bread/pastries with a couple of cereal options. Would’ve loved a waffle option. I would definitely stay here again if I’m ever in VT again. Highly recommend.

Reviewed on Oct 10, 2026

Mountain Green Resort

$1,572

per person

Nov 20 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

4/10 (2 reviews)

I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

Chateau Rooms

$958

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

9.2/10 Wonderful! (78 reviews)

Shabby chic room, lovely bedding and comfy. Nice big new shower. But I've decided that I cannot live without a TV!

Reviewed on Aug 20, 2026

The Inn at Weathersfield

$991

per person

Dec 18 - Dec 21

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

9.8/10 Exceptional! (82 reviews)

Such a nice and kind family of owners. Breakfast was delicious, as well as dinner the previous night in their restaurant. It’s a very rustic Inn, full of history and charm. We would love to return in the near future.

Reviewed on Oct 8, 2026

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3 Night Beach vacations in North Chittenden

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

Four Columns Inn

$703

per person

Dec 20 - Dec 23

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

9.8/10 Exceptional! (58 reviews)

Reviewed on Oct 10, 2026

Chateau Rooms

$776

per person

Dec 20 - Dec 23

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

9.2/10 Wonderful! (78 reviews)

Shabby chic room, lovely bedding and comfy. Nice big new shower. But I've decided that I cannot live without a TV!

Reviewed on Aug 20, 2026

The Inn at Weathersfield

$991

per person

Dec 18 - Dec 21

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

9.8/10 Exceptional! (82 reviews)

Reviewed on Oct 8, 2026

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4 Night Beach vacations in North Chittenden

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

My Place Hotel-Randolph VT

$584

per person

Dec 20 - Dec 24

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

9.4/10 Exceptional! (568 reviews)

What an absolutely beautiful & conveniently located extended stay hotel. The room was immaculate, a

Reviewed on Oct 9, 2026

Chateau Rooms

$958

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

9.2/10 Wonderful! (78 reviews)

Shabby chic room, lovely bedding and comfy. Nice big new shower. But I've decided that I cannot live without a TV!

Reviewed on Aug 20, 2026

Pointe at Castle Hill Resort

$813

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

8.8/10 Excellent! (1,001 reviews)

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How do I book the best North Chittenden beach vacation packages?

Life’s a beach when you dive into our brilliant North Chittenden 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 North Chittenden?

A rental steps from the shore creates an amazingly affordable North Chittenden beach vacation. Seaside sojourns during low season start from $584. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in North Chittenden?

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 North Chittenden 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 North Chittenden 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 North Chittenden beach vacation deals?

Sort your search results by deals to delight in amazing North Chittenden 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 North Chittenden beach trip with free cancellation and/or flexible dates?

Just like the North Chittenden 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 North Chittenden 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 North Chittenden. (OK, maybe not that last part.)