Gwynn Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Gwynn

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

Grimstead
10/10 Exceptional! (198 reviews)
The house was easy to find (since my husband spent his summers there as a kid) and we found everything clean and well-equipped. Appreciated the stash of spices, condiments and kitchen equipment since we did some cooking. Loved biking the island! Water was rough from a storm so no kayaking but the ...

Reviewed on 17 Oct 2025

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!

Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!

Gwynn's Island
10/10 Exceptional! (35 reviews)
This house was perfect! Exactly as described! Great communication, easy check-in, and super clean. We had everything we needed and then some! The sand on the private beach was soft and the water was great for swimming. We went crabbing off the back dock and watched the waves from the front fire pit. ...

Reviewed on 10 Oct 2025

Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
Fully refundable
The price is €101 per night from 3 Dec to 4 Dec
€101
3 Dec - 4 Dec
includes taxes & fees
7/10 Good! (653 reviews)
Some of the staff was nice however the kitchen staff wasn’t all that great. This is an older hotel.

Reviewed on 19 Oct 2025

Holiday Inn Express Gloucester by IHG
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.