Pomona Vacation Rentals

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Our top choices for Pomona vacation rentals

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108)
"Amazing and neat and very private "
United States
Alexander M.
The price is ¥15,456
¥24,798 total
includes taxes & fees
Dec 25 - Dec 26
First Floor Studio Apartment in Historic Chestertown

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

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.6 out of 10, Exceptional, (19)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is ¥10,616
¥19,527 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Guest Suite for up to 2 in a Victorian on the Chester River

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is ¥16,018
¥44,451 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming Coastal/Country Home w/3 Acres & Sauna!

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ¥31,224
¥47,164 total
includes taxes & fees
Jan 1 - Jan 2, 2026
BAYSIDE BUNGALOW

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
The price is ¥27,321
¥48,619 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Waterfront Retreat with Private Dock and Beach

Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.
Annapolis
10.0 out of 10, Exceptional, (6)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is ¥36,630
¥87,143 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming Pet-Friendly Stay - Near Bay & Beaches.

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

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is ¥39,030
¥64,209 total
includes taxes & fees
Dec 26 - Dec 27
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

New! Stylish downtown home w/awesome outdoor area!

New! Stylish downtown home w/awesome outdoor area!
Stevensville
9.8 out of 10, Exceptional, (26)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
United States
Marjorie N.
The price is ¥34,596
¥78,749 total
includes taxes & fees
Dec 25 - Dec 26
New! Stylish downtown home w/awesome outdoor area!

HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville
10.0 out of 10, Exceptional, (8)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is ¥30,771
¥69,522 total
includes taxes & fees
Jan 5 - Jan 6, 2026
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Neptune by the Water - Pet Friendly Fenced Yard

Neptune by the Water - Pet Friendly Fenced Yard
Cape Saint Claire
9.8 out of 10, Exceptional, (11)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
United States
Lisa S.
The price is ¥31,848
¥94,719 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Neptune by the Water - Pet Friendly Fenced Yard

High Tide Haven Suite

High Tide Haven Suite
Kent County
The price is ¥27,048
¥31,501 total
includes taxes & fees
Jan 3 - Jan 4, 2026
High Tide Haven Suite

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
The price is ¥35,127
¥65,367 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Grandma’s Cottage will wrap around you like a warm hug

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
The price is ¥24,589
¥65,941 total
includes taxes & fees
Dec 25 - Dec 26
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
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.
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Top Pomona Hotel Reviews

Find out more about Pomona

Search for holiday rentals in Pomona on Expedia! You can easily find your home rentals, villas, holiday apartments in Pomona using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pomona!

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 Hazel Miner Monument, or get out into nature at a spot like Eastern Neck National Wildlife Refuge. River Arts Chestertown and Historical Society of Kent County Maryland 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.