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A harbor at dusk with boats docked, buildings, and a cloudy sky.
Photo by ‎Bill England
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Princetown Luxury Vacations

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Top Luxury vacation packages in Princetown

Price found within the past 48 hours. Click for updated prices.
  • Family Cottage | Living area | TV
    Sep 10 - Sep 13

    Pine Cottages + Flight

    Stanhope
    2 nights
    2.0 star property
    8.0/10 - Very Good (21 reviews)
    "We had a great stay at Pine Cottages. The cottage was extremely clean and it had everything we needed. You can tell that the owners are doing upgrades - the windows are new, for example. There was a delivery of shingles being made when we left. It is still an old- fashioned (“traditional”) cottage - lots of wood everywhere! The mattresses could be better but I had good sleeps on them. The bathroom was very tiny. Very close to the beach if that is something you are interested in. We would stay..."
    Reviewed July 24, 2026
    Roundtrip • Nassau (NAS) - Charlottetown (YYG)
    NAS - YYG • 1 stop YYG - NAS • 1 stop
    $719
    $636
    per traveler
    found 14 hours ago
    Pine Cottages
  • Lobby
    Sep 10 - Sep 13

    The Hotel on Pownal + Flight

    Downtown Charlottetown
    2 nights
    2.5 star property
    8.8/10 - Excellent (1,014 reviews)
    Roundtrip • Nassau (NAS) - Charlottetown (YYG)
    NAS - YYG • 1 stop YYG - NAS • 1 stop
    $877
    $748
    per traveler
    found 14 hours ago
    The Hotel on Pownal
  • Rooftop terrace
    Sep 10 - Sep 13

    Rodd Charlottetown + Flight

    Downtown Charlottetown
    2 nights
    4.5 star property
    8.8/10 - Excellent (1,018 reviews)
    "This hotel was great. We stayed in an executive suite - two double beds. I wished the beds were queens. I felt the room was a bit small, only for the sake of extra room for luggage. But everything was clean, bathroom was up dated. There are a few things that can be updated, for the hotel to look more polished. The restaurant was nice, food was good! Great location - right downtown Charlottetown, close to shops, restaurants, about a 15 min walk to the waterfront."
    Reviewed July 28, 2026
    Roundtrip • Nassau (NAS) - Charlottetown (YYG)
    NAS - YYG • 1 stop YYG - NAS • 1 stop
    $961
    $844
    per traveler
    found 14 hours ago
    Rodd Charlottetown
  • Front of property
    Sep 10 - Sep 13

    The Great George + Flight

    Downtown Charlottetown
    2 nights
    5.0 star property
    9.6/10 - Exceptional (1,012 reviews)
    "The hotel is OK but it it need an update. Our room was fine but I am not sure I would stay at the hotel again if I visited PEI. There was an odor from the rug but it was better once we had it removed. I was a bit surprised that this was one of the best places in PEI as it does not live up to a true luxury status. It is fine but nothing special."
    Reviewed July 28, 2026
    Roundtrip • Nassau (NAS) - Charlottetown (YYG)
    NAS - YYG • 1 stop YYG - NAS • 1 stop
    $1,054
    $939
    per traveler
    found 14 hours ago
    The Great George
  • Luxury Suite, Beach View | In-room safe, laptop workspace, blackout drapes, iron/ironing board
    Sep 10 - Sep 13

    Blackbush Beach Resort + Flight

    Grand Tracadie
    2 nights
    4.5 star property
    9.6/10 - Exceptional (449 reviews)
    "Wonderful property, staff and accommodations."
    Reviewed July 27, 2026
    Roundtrip • Nassau (NAS) - Charlottetown (YYG)
    NAS - YYG • 1 stop YYG - NAS • 1 stop
    $837
    $748
    per traveler
    found 14 hours ago
    Blackbush Beach Resort

Top Luxury Princetown Hotels

Exterior

Suite 1 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park

Suite 1 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park
< 0.1 mi from Princetown
10.0 out of 10, Exceptional, (1 review)
"Great place to stay!"
$125 nightly
The price is $144
Jul 30 - Jul 31
Total with taxes and fees
Suite 1 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park
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.
See all properties in Princetown

All you need to know about luxury vacations in Princetown

What can I expect from a luxury Princetown vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Princetown 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 Princetown?

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 Princetown 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 $636. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Princetown?

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 Princetown 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 Princetown?

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 Princetown 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 Princetown 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.