
Holiday rentals in Hooper Islands
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Top-rated holiday rentals in Hooper Islands
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Other great holiday rentals in Hooper Islands
Guest favourite

Home in Edgewater
4.92 out of 5 average rating, 143 reviewsHouse in Edgewater Maryland
NancyRating, 5 stars3 weeks ago
Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.
Superhost

Home in Lancaster
4.63 out of 5 average rating, 19 reviewsPeaceful bay retreat. Hot tub,water views,fire pit
SjaloomRating, 5 stars5 months ago
A spacious home by the water. We celebrated Thanksgiving at this location and it was very special. The views are beautiful, had a fire right by the water and relaxed by the beach. A perfect getaway with family and friends. It has everything you need, the living room is super comfortable and great to relax with the family. The kitchen was spacious making it easy to cook and entertain the family. We loved the hot tub, playing pool and having family dinner. Overall a fabulous experience!! Great host- great communication. Highly recommend
Superhost

Home in Wye Mills
4.91 out of 5 average rating, 11 reviews⇚Family Getaway⇛| Lakeside + A Nature View |
LisaRating, 5 stars11 months ago
Kevin is a great host to us year after year! we love staying at his place!
Guest favourite

Home in Deale
4.88 out of 5 average rating, 100 reviewsChesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home
CourtneyRating, 5 stars1 month ago
This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.
Guest favourite

Home in Stevensville
4.97 out of 5 average rating, 32 reviewsCarolina Cottage - 2 story, pet-free home
AmberRating, 5 stars2 months ago
This little cottage had my family feel right at home. Very cozy and close to the bay with a beautiful view. Also the neighbors are very friendly!
Superhost

Home in Montross
4.88 out of 5 average rating, 232 reviewsLakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub
SarahRating, 5 stars2 weeks ago
This cabin was everything we wanted and more! It’s in the perfect location, just a short drive to so many activities but also tucked away offering privacy. The house was so cozy it put us at ease as soon as we walked in. The owner was proactive and very quick to respond, including sending a great packing and local activity list a couple days in advance of our trip which came in very handy. Activities: This rental comes with guest passes to the private Shark Tooth Beach where our kids had so much fun finding real shark and manta ray teeth in the sand! Westmorland State Park and George Washington’s Birthplace both had great hiking and beaches for the kids. We visited Garners Produce twice where the kids fed animals and pedaled toy tractor’s while we picked up farm fresh milk and eggs. We spent our afternoons kayaking on the quiet lake soaking up the sunshine. We will definitely book another vacation at this cabin. You will not be disappointed with your stay at this little gem!
Superhost

Home in Lusby
4.89 out of 5 average rating, 37 reviewsWaterfront home with three bedrooms,3 full baths
JoyceRating, 5 stars3 weeks ago
Perfect weekend away! The home backed up to the Chesapeake Bay. The home was very relaxing. Would definitely stay again!
Guest favourite

Home in Tilghman Island
4.97 out of 5 average rating, 30 reviewsRelax by the Water - Summer Dates Available!
RonnieRating, 5 stars3 months ago
Absolutely beautiful home! highly recommend!
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- Heritage Shores
- Gerry Boyle Park
- Idlewilde Restoration Project
- Quiet Waters Park
- Guard Shore
- Ragged Point Beach
- Quiet Waters Dog Beach
- Sparrows Beach
- Matapeake Clubhouse and Beach
- Saint Jerome Beach
- Langford Sand
- Severn Beach
- Lake Presidential Golf Club
- Piney Point Beach
- Lane Beach
- Brownies Beach
- Chesapeake Beach Water Park
- Rose Haven Memorial Park
- Triton Beach
- Carrs Beach
- Oxford Beach
- Breezy Point Beach & Campground
- Sandyland Beach
- St George Island Beach