- Oceanfront
- Parking
- Spa
- Ocean View
Ingleside, MD Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Holiday Rentals, Villas & Resorts in Ingleside
- Parking
- Pool
- View
- Air Conditioner
- Hot Tub
- Parking
- Balcony/Terrace
- View
- Hot Tub
- View
- Air Conditioner
- Internet
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- View
- Kitchen
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Parking
- Pool
- Air Conditioner
- Internet
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Parking
- Pool
- Balcony/Terrace
- Internet
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Hot Tub
- Parking
- Internet
- Wellness Facilities
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Child Friendly
- Sports/Activities
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
- Parking
- Balcony/Terrace
- Internet
- Security/Safety
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Internet
- Security/Safety
- Private Pool
- Hot Tub
- Parking
- Pool
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Hot Tub
- Parking
- Balcony/Terrace
- View
- Parking
- Kitchen
- Air Conditioner
- Internet
- Private Pool
- Hot Tub
- Parking
- Pool
- Parking
- Kitchen
- Air Conditioner
- Internet
- Private Pool
- Hot Tub
- Parking
- Pool
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Private Pool
- Hot Tub
- Parking
- Pool
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Private Pool
- Hot Tub
- Parking
- Pool
- Private Pool
- Hot Tub
- Parking
- Pool
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
- Private Pool
- Parking
- Pool
- Kitchen
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Kitchen
- Air Conditioner
- Internet
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Ocean View
- Balcony/Terrace
- View
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Private Pool
- Hot Tub
- Parking
- Pool
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Ocean View
- Balcony/Terrace
- View
- Parking
- Ocean View
- Balcony/Terrace
- View
- Private Pool
- Oceanfront
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
- Kitchen
- Air Conditioner
- Pet Friendly
- Child Friendly
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Parking
- Ocean View
- Balcony/Terrace
- View
- Private Pool
- Hot Tub
- Parking
- Pool
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
- Hot Tub
- Parking
- Pool
- Kitchen
- Kitchen
- Air Conditioner
- Internet
- Laundry
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
About Casai's Private Villas and Holiday Rentals in Ingleside
Discover more than 59 vacation rentals available in Ingleside. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Ingleside.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Ingleside, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Ingleside. On average, places to stay near Ingleside offer 1340.87 ft², with nightly prices averaging £427.
With Casai, finding and comparing holiday rentals in Ingleside is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 59 Ingleside, MD Vacation Rentals
- Prices for a holiday home in Ingleside start at £88
- Top rated vacation home in Ingleside is Private Waterfront Paradise w/Pier - Kayak to Historic Chestertown!
- Most popular short term in Ingleside is Private Waterfront Paradise w/Pier - Kayak to Historic Chestertown!
- Cheapest place to stay in Ingleside is Guest Suite for up to 2 in a Victorian on the Chester River
- Most expensive holiday rental in Ingleside is Guest Lodge | Private Pool | Outdoor Dining | Game Room
Recently Booked Hotels, Resorts, or Rentals in Ingleside
Frequently Asked Questions About Ingleside?
What are the top holiday rentals in Ingleside?
With numerous options available in Ingleside, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Ingleside:
- Private Waterfront Paradise w/Pier - Kayak to Historic Chestertown!
- Eastern Shore Get Away
- Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
- Harbor View Haven | Waterfront w/Hot Tub + Dock!
- Lovely Home in Chestertown - Free EV Charging for guests
- Blake House Historic Estate with Private Inn
- Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
- Family Retreat at Lansdowne Manor
- The Colonial Farmhouse with Private Boat Rental
- HGTV quality, private guest suite, country getaway with hot tub & fire pit
How many Casai.uk holiday rentals are available in Ingleside?
As of 2026, Casai boasts over 59 properties listed in the Ingleside area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Ingleside.




















































