Upper Hooper Island Vacation Rentals from $269: Search Short-Term Rentals

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Our top choices for Upper Hooper Island vacation rentals

1. Soul Oasis - home on the Chesapeake Bay

Lusby

Dusty S.

$287 nightly

Sep 15 - Sep 16

Total with taxes and fees

1 bedroom, iron/ironing board, WiFi, bed sheets

2. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

Downtown Cambridge

$230 nightly

Aug 31 - Sep 1

Total with taxes and fees

3. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

$254 nightly

Sep 21 - Sep 22

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

4. Waterfront Getaway with Dock

Woolford

Meagan G.

$263 nightly

Aug 26 - Aug 27

Total with taxes and fees

5. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek

Thomas S.

$309 nightly

Aug 25 - Aug 26

Total with taxes and fees

6. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek

Robin E.

$309 nightly

Aug 25 - Aug 26

Total with taxes and fees

7. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

$240 nightly

Aug 25 - Aug 26

Total with taxes and fees

8. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Lexington Park

Andrea B.

$383 nightly

Sep 9 - Sep 10

Total with taxes and fees

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Top Upper Hooper Island Hotel Reviews

Super 8 by Wyndham Lexington Park/California Area

8/10 Good

"The rooms we had were newly renovated. Everything was new. New paint, new floors, new bedding. So, it just felt clean. The only thing I didn’t like was there was no coffee in rooms or the lobby. Other than that, it was perfect for us."

Spark by Hilton California Lexington Park

8/10 Good

"I was hoping for the indoor pool to be open but it wasn’t and I don’t think it indicated that on Hotels.com site. But it seems anywhere we go the pool is rarely open unless it is an outdoor pool! Otherwise they do have a breakfast but it only was small, bagels, cereal options, fresh fruit, a few other things but all in all very limited. Great room nice to sleep and had no other problems. Definitely closer than most of the hotel options in area. Very accessible to all of the things we chose to do. Closest was Myrtle Point Park which we recommend going to!"

Comfort Inn & Suites Cambridge

8/10 Good

"The room was great, nice and clean. We booked the hotel for the use of the pool and fitness room both were closed. We were told the pool would be open on Saturday, but remained closed the entire stay. Staff was friendly, parking was adequate. Breakfast was pleasant not crowded and was filled to your liking. Overall I would choose this hotel again."

Hyatt Regency Chesapeake Bay

10/10 Excellent

"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."

Private 2 Acre Waterfront Family Retreat with Pool & Pier

10/10 Excellent

"Wonderful home with plenty of space. Large bedrooms made it easy to accommodate our family of 19. We had a few hiccups with pool and air conditioning but Ginger was super responsive and very helpful in getting everything fixed as quickly as possible. The dock was great. The pool was a nice feature for our family. Everything is a bit worn and I think a deep cleaning would be helpful, (especially the high up areas where dust accumulates) but we will stay here again!"

Find out more about Upper Hooper Island

Everything you need to know about Upper Hooper Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Hooper Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Hooper Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upper Hooper Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Hooper Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upper Hooper Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $269 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upper Hooper Island rentals

At Expedia, we put the best Upper Hooper Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upper Hooper Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Hooper Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Hooper Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Check prices for these dates

Our top choices for Upper Hooper Island vacation rentals

1. Soul Oasis - home on the Chesapeake Bay

2. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

3. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

4. Waterfront Getaway with Dock

5. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

6. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

7. Sailwinds Loft at Cambridge Creek

8. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

9. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

10. 4-BR Waterfront Turret Home

11. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

12. Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

13. Lakefront Cabin Near Solomons Island w/ Hot Tub

14. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

15. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

16. Sunset Breezes - quiet waterfront retreat

17. Lakefront Cabin Near Solomons Island w/ Hot Tub

Find vacation rentals that suit your style

Top Upper Hooper Island Hotel Reviews

Super 8 by Wyndham Lexington Park/California Area

Spark by Hilton California Lexington Park

Comfort Inn & Suites Cambridge

avid hotel California - Lexington Park by IHG

Hyatt Regency Chesapeake Bay

Sleep Inn & Suites California MD

Holiday Inn Express Cambridge by IHG

Quality Inn Solomons - Beacon Marina

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Find out more about Upper Hooper Island

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