Holiday Rentals in Grasonville
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Grasonville
Holiday Rentals in Grasonville

Cass-N-Reel Luxury Houseboat

River Front, Private Single Family Home

Cass-Away Luxury Houseboat

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

Chesapeake Houseboat Getaway on Kent Island, Maryland

Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Relaxing Waterfront Cottage Near St Michaels, Maryland

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Other types of properties in Grasonville you may be interested in

Hyatt Place Kent Narrows & Marina
Holiday Accommodation Grasonville
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Grasonville are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Grasonville itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Grasonville holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Grasonville, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Grasonville with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.