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.

The Mansion at Ocean Edge

Save 100% on your flight

$770

per person

Oct 20 - Oct 24

found 2 hours ago

Roundtrip flight included

Raleigh (RDU) to Boston (BOS)

8.2/10 Very Good! (1,000 reviews)

Chatham Bars Inn

Save 100% on your flight

$1,196

per person

Oct 8 - Oct 10

found 1 day ago

Roundtrip flight included

New York (NYC) to Boston (BOS)

9.2/10 Wonderful! (854 reviews)

Wequassett Resort and Golf Club

Save 100% on your flight

$1,509

per person

Oct 20 - Oct 24

found 2 hours ago

Roundtrip flight included

Raleigh (RDU) to Hyannis (HYA)

9.4/10 Exceptional! (265 reviews)

Uncommoner Hotel by Reverie Boutique Collection

$795

per person

Sep 19 - Sep 23

found 1 day ago

Roundtrip non-stop flight included

Little Rock (LIT) to Boston (BOS)

9.2/10 Wonderful! (245 reviews)

Clean rooms , friendly staff , delicious breakfast , indoor outdoor pools , our room was overlooking a lake, very quite , highly recommend

Reviewed on Aug 19, 2026

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See all available trips from Columbus to Cape Cod

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5* Luxury vacations in Cape Cod

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

Chatham Bars Inn

Save 100% on your flight

$1,196

per person

Oct 8 - Oct 10

found 1 day ago

Roundtrip flight included

New York (NYC) to Boston (BOS)

9.2/10 Wonderful! (854 reviews)

Wequassett Resort and Golf Club

Save 100% on your flight

$1,509

per person

Oct 20 - Oct 24

found 2 hours ago

Roundtrip flight included

Raleigh (RDU) to Hyannis (HYA)

9.4/10 Exceptional! (265 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cape Cod

View all trips

3 Night Luxury vacations in Cape Cod

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

Uncommoner Hotel by Reverie Boutique Collection

$680

per person

Oct 22 - Oct 25

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.2/10 Wonderful! (245 reviews)

Clean rooms , friendly staff , delicious breakfast , indoor outdoor pools , our room was overlooking a lake, very quite , highly recommend

Reviewed on Aug 19, 2026

The Mansion at Ocean Edge

Save 100% on your flight

$1,834

per person

Sep 25 - Sep 28

found 14 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Boston (BOS)

8.2/10 Very Good! (1,000 reviews)

Wequassett Resort and Golf Club

Save 100% on your flight

$2,138

per person

Sep 25 - Sep 28

found 14 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Hyannis (HYA)

9.4/10 Exceptional! (265 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 Villages at Ocean Edge

$541

per person

Oct 20 - Oct 24

found 2 hours ago

Roundtrip flight included

Raleigh (RDU) to Boston (BOS)

8.4/10 Very Good! (1,004 reviews)

Ocean Edge is a beautiful resort. Everything was top notch from the lovely suite to the pools, beach, restaurants, and Cape Cod Rail Trail. We thoroughly enjoyed our relaxing getaway to the Cape!

Reviewed on Aug 19, 2026

The Mansion at Ocean Edge

Save 100% on your flight

$770

per person

Oct 20 - Oct 24

found 2 hours ago

Roundtrip flight included

Raleigh (RDU) to Boston (BOS)

8.2/10 Very Good! (1,000 reviews)

By the Sea Guests Bed & Breakfast & Suites

$588

per person

Oct 20 - Oct 24

found 2 hours ago

Roundtrip flight included

Raleigh (RDU) to Boston (BOS)

9.2/10 Wonderful! (205 reviews)

This was such a lovely place to stay. It has its historic charm but is well maintained. The private beach is lovely and it’s in a great area. Everybody we encountered on the property was so nice, we’d stay here again in a heartbeat!

Reviewed on Aug 18, 2026

Don't see what you're looking for?

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 $541. 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! (144 reviews)

"This hotel is cozy and chic. Staying here set the bar so high for hotels on the Cape. The staff was incredibly attentive, the food was delicious, and the vibes were on point. We got stuck on the property for an afternoon due to heavy rainstorm and were so happy to cozy up and mellow out. There were ..."

Reviewed on Aug 9, 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 designer toiletries, premium channels, and more. The ...

See all 7,763 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.