Cape Cod Luxury Vacations 2026

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Top Luxury vacation packages in Cape Cod

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

Uncommoner Hotel by Reverie Boutique Collection

$646

per person

Dec 14 - Dec 17

found 5 hours ago

Roundtrip flight included

Boston (BOS) to Boston (BOS)

9.2/10 Wonderful! (354 reviews)

Loved the hotel and can’t speak more highly of the staff. Only disappointment was the restaurant and grounds were closed our second night due to a private function. Our first night was rained out so giving up our last night to a private party was unfortunate. Maybe in the future they will open some part of the property for hotel guests to enjoy while accommodating a private party.

Reviewed on Oct 4, 2026

The Mansion at Ocean Edge

Save 100% on your flight

$2,822

per person

Nov 4 - Nov 11

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

8.2/10 Very Good! (1,002 reviews)

Chatham Bars Inn

$1,309

per person

Dec 16 - Dec 20

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.2/10 Wonderful! (862 reviews)

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5* Luxury vacations in Cape Cod

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

Chatham Bars Inn

$1,309

per person

Dec 16 - Dec 20

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.2/10 Wonderful! (862 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cape Cod

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3 Night Luxury vacations in Cape Cod

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

Uncommoner Hotel by Reverie Boutique Collection

$646

per person

Dec 14 - Dec 17

found 5 hours ago

Roundtrip flight included

Boston (BOS) to Boston (BOS)

9.2/10 Wonderful! (354 reviews)

Reviewed on Oct 4, 2026

The Mansion at Ocean Edge

$829

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Boston (BOS)

8.2/10 Very Good! (1,002 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cape Cod

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4 Night Luxury vacations in Cape Cod

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

The Mansion at Ocean Edge

$747

per person

Dec 16 - Dec 20

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.2/10 Very Good! (1,002 reviews)

By the Sea Guests Bed & Breakfast & Suites

$841

per person

Nov 21 - Nov 25

found 8 hours ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

9.2/10 Wonderful! (243 reviews)

The Masthead Resort

$749

per person

Dec 16 - Dec 20

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to Provincetown (PVC)

8.2/10 Very Good! (532 reviews)

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See all available trips from Columbus to Cape Cod

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What can I expect from a luxury Cape Cod vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Cape Cod vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Cape Cod?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Cape Cod luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $646. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Cape Cod?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Cape Cod with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Cape Cod?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Cape Cod with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Cape Cod with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Cape Cod Hotels

Chatham Bars Inn

297 Shore Rd Chatham MA

2 hours drive from Woods Hole Ferry Terminal

Chatham Bars Inn is one of the Chatham luxury 5-star boutique properties where you can treat yourself to plush bedding, designer toiletries, and more. Notable ...

Candleberry Inn on Cape Cod

1882 Main St Brewster MA

1 hour drive from Woods Hole Ferry Terminal

Pamper yourself with a luxury stay at Candleberry Inn on Cape Cod, where you can enjoy amenities like Champagne service, massage services, and more. Deluxe amenities ...

10/10 Exceptional! (149 reviews)

"Exceeded expectations lots of small details and thoughtful extras for their guest."

Reviewed on Sep 13, 2026

The Mansion at Ocean Edge

2907 Main Street Brewster MA

1 hour drive from Woods Hole Ferry Terminal

The Mansion at Ocean Edge is a Brewster luxury 4-star beach property where you can pamper yourself with plush bedding, designer toiletries, and more. The 3 poolside ...

See all 7,643 properties in Cape Cod

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.