Pomona Vacation Rentals from ￥25,307: Search Short-Term Rentals

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Our top choices for Pomona vacation rentals

1. First Floor Studio Apartment in Historic Chestertown

Chestertown

S G.

￥25,307 total

includes taxes & fees

Aug 31 - Sep 1

2. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

lisa p.

￥45,888 total

includes taxes & fees

Aug 19 - Aug 20

3. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

￥45,001 total

includes taxes & fees

Aug 19 - Aug 20

4. Newly restored apartment in the heart of Chestertown

Chestertown

Anonymous traveler

￥56,272 total

includes taxes & fees

Aug 19 - Aug 20

5. Guest Suite for up to 2 in a Victorian on the Chester River

Millington

Riley B.

￥19,928 total

includes taxes & fees

Sep 14 - Sep 15

6. BAYSIDE BUNGALOW

Rock Hall

Diane V.

￥50,122 total

includes taxes & fees

Sep 16 - Sep 17

7. Wren Retweet- Country Estate in Center of C’Town

Chestertown

Mandy D.

￥79,774 total

includes taxes & fees

Aug 20 - Aug 21

8. Bayside Cottage steps from Rock Hall Harbor

Rock Hall

Adam S.

￥67,932 total

includes taxes & fees

Aug 24 - Aug 25

9. Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Susan

￥42,546 total

includes taxes & fees

Aug 19 - Aug 20

10. Beachcomber Suite

Kent County

"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...

Lisa E.

￥31,415 total

includes taxes & fees

Aug 24 - Aug 25

11. Turtle Cove Room

Kent County

￥27,759 total

includes taxes & fees

Aug 24 - Aug 25

12. Waterfront Retreat with Private Dock and Beach

Worton

Jennifer W.

￥60,315 total

includes taxes & fees

Sep 14 - Sep 15

13. Family Retreat at Lansdowne Manor

Centreville

Emily C.

￥64,672 total

includes taxes & fees

Sep 2 - Sep 3

14. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Grasonville

Robin

￥67,552 total

includes taxes & fees

Sep 16 - Sep 17

15. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

Pasadena

"My wife and I had a great time staying in this houseboat. It was our first time ever trying a houseboat and it did not disappoint us at all. The house was very clean and the host provides fully stocked kitchen cabinets, toiletries, towels, etc...We spent most of our time on the rooftop patio, soaking in the sun, and relaxing by the fire pit playing games. The bed was very comfortable as well. It was a great weekend, at a great house that has the benefit of being in a gated marina which was an...

Justin M.

￥69,578 total

includes taxes & fees

Aug 24 - Aug 25

Coffee/tea maker, fridge, microwave, oven

16. Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Cape Saint Claire

KateriK

￥112,808 total

includes taxes & fees

Aug 19 - Aug 20

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Top Pomona Hotel Reviews

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Nice 1 night stay"

The Lodge at Great Oak Landing

8/10 Good

"The room was clean and comfortable and the staff was great. Things to note are that there is no restaurant on the premises or even close by, and the cell phone reception was quite poor. The setting is beautiful, though, so if you are there to just relax by the pool, you will be quite happy"

Comfort Inn & Suites Chestertown

8/10 Good

"The door into the building from the parking lot is always locked, which is great, because it cannot be seen from the front desk, but it is difficult to enter with the room key. The key is a typical credit card-like key, but the electronic reader was wonky. Sometimes it worked and sometimes it didn’t. The cards worked well on the room doors but not on the entrance door. It was an inconvenience to walk around the building to get it the main entrance if the card did not work."

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent

"We really enjoyed our stay at this spot while visiting our son for Plebe Parents Weekend at USNA. Had plenty of space to relax and unwind and communication was great throughout. One thing that wasn't as clear until arrival was that this is a guest house above garage next to main house where owner resides - therefore the pool/hot tub/outdoor space isn't private but shared. Wasn't a big deal to us but could to know beforehand. Really enjoyed the peaceful setting and was great to have the pool to cool off in with hot August humidity."

Find out more about Pomona

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Frequently asked questions

Can I find a vacation rental in Pomona?

Yes, you can find vacation rentals near well known local attractions in Pomona, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Pomona has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This vacation home rental outside of Pomona offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Pomona?

Explore the area and family-friendly sights such as Paul Reed Smith Guitars, or get out into nature at a spot like Eastern Neck National Wildlife Refuge. Chestertown Historic District and Washington College are a couple of places you'll find in the larger area.

What’s a vacation rental in Pomona like?

A vacation rental is a private property you can stay in for a couple of days or more in Pomona. Vacation rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.

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Check prices for these dates

Our top choices for Pomona vacation rentals

1. First Floor Studio Apartment in Historic Chestertown

2. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

3. Secluded Cottage in Middle of Chestertown

4. Newly restored apartment in the heart of Chestertown

5. Guest Suite for up to 2 in a Victorian on the Chester River

6. BAYSIDE BUNGALOW

7. Wren Retweet- Country Estate in Center of C’Town

8. Bayside Cottage steps from Rock Hall Harbor

9. Charming Coastal/Country Home w/3 Acres & Sauna!

10. Beachcomber Suite

11. Turtle Cove Room

12. Waterfront Retreat with Private Dock and Beach

13. Family Retreat at Lansdowne Manor

14. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

15. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

16. Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Find vacation rentals that suit your style

Top Pomona Hotel Reviews

Hilton Garden Inn Kent Island Marina

Best Western Kent Narrows Inn

The Lodge at Great Oak Landing

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

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Inn at Huntingfield Creek

Comfort Inn & Suites Chestertown

The Inn at Chesapeake Bay Beach Club

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Find out more about Pomona

Frequently asked questions

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