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Holiday rentals in Ingleside

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Top-rated holiday rentals in Ingleside

Guests agree: these stays are highly rated for location, cleanliness and more.

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Tiny home in Cambridge

4.89 out of 5 average rating, 496 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

6–13 Jul

₹7,406 per night

Guest favourite

Flat in Dover

4.9 out of 5 average rating, 156 reviews

Apartment A Woodbrook Cottage 5G WiFi

Beautifully cottage style décor apartment with bright and sunny windows. Newly remodeled rooms and bathroom Large kitchen and Living Room New queen bed with covered mattress 5G WiFi and Smart TV with Netflix Very clean and neat Front door has smart lock BBQ grill, fire pit and outside seating area No loud music and noises please due to adjacent apt. I do have a whole house listing Apartment has private entrance and back door and is separated from adjacent apt with locked door from both sides

20–27 Apr

₹9,323 per night

Guest favourite

Flat in Greenwood

4.97 out of 5 average rating, 479 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

13–20 Dec

₹6,983 per night

Guest favourite

Guest suite in Chestertown

4.99 out of 5 average rating, 131 reviews

Chestertown - Eastern Shore Getaway

"A little slice of Americana" (commented one of our guests) This century-old three-story home is in the beautiful historic district of Chestertown, which sits on the majestic, unspoiled Chester River, on Maryland's famous Eastern Shore. We are right across the street from Washington College and just blocks from the quaint ambiance of High Street. The commercial district is equally accessible, with banks, grocery and liquor stores, restaurants, and more, a few blocks up Washington Avenue.

30 Sep – 7 Oct

₹11,561 per night

Guest favourite

Casa particular in Chestertown

4.93 out of 5 average rating, 102 reviews

Red, White & Waterview Studio Apt with pool

One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

12–19 Jan

₹11,594 per night

Guest favourite

Guest house in Annapolis

4.9 out of 5 average rating, 207 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

10–17 Dec

₹8,335 per night

Guest favourite

Guest house in White Marsh

4.97 out of 5 average rating, 140 reviews

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

20–27 Apr

₹7,670 per night

Guest favourite

Flat in Magnolia

4.95 out of 5 average rating, 119 reviews

Perfect Rental for Dover Attractions & BayBeaches

15 minutes from Dover Nearby casinos, beaches, and the racetrack. Bowers and Slaughter beaches are about 10-15 mins from us, whereas, the major beaches like Rehoboth, Lewes and Dewey are 45mins to an hour from us. We are 5 mins from Highway 1 and located 15 mins from DE Sports Complex 10 mins from Highway 13 (Dupont Ave) Near the mall, casino, racetrack, shopping, and many restaurants. Killens Pond State Park is a 10 min drive. Harrington Casino the Del. State Fair is 15 mins from us.

8–15 Feb

₹9,748 per night

Guest favourite

Flat in Frederica

4.97 out of 5 average rating, 258 reviews

Smokefree Lakeside Relaxation

Quiet smoke free lakefront Carriage House studio over garage with separate entrance. Mini Fridge, microwave, dishes. Use of fire pits, canoe, SUP, dock. Lake is fishable and swimmable. Flatscreen HDTV with Premium Channels. WiFi to use with your own device or use my laptop in unit. 45 min from beach. 20 minutes to Dover. 4 parks with walking paths within 10 miles. Close to Dover Air Force Base but not in flight path. Well behaved social pets with responsible owners are welcome!

4–11 Apr

₹7,517 per night

Guest favourite

Guest suite in Chestertown

4.99 out of 5 average rating, 191 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

13–20 Sep

₹11,870 per night

Guest favourite

Guest house in Easton

4.99 out of 5 average rating, 545 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for two individuals (No children under 8 years of age.), and please limit your visit to one vehicle only.

21–26 Mar

₹12,219 per night

Guest favourite

Tiny home in Cambridge

4.99 out of 5 average rating, 156 reviews

Blackwater Refuge House on The Farm, water access

The Little House on The Farm is located on a beautiful family farm in rural Dorchester County! Located just 1.5 miles from the Blackwater Wildlife Refuge and Harriet Tubman National Park, This space is quaint,yet provides all the basics for a cozy welcoming getaway! Bring your bikes and cycle to the refuge and kayak in the Blackwater River. Kitchen is fully stocked for cooking. Coffee, tea and basic condiments and all linens and towels are provided.

23–30 Aug

₹9,099 per night

Holiday rentals for every style

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Popular amenities for Ingleside holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Ingleside

Guest favourite

Flat in Chesapeake City

4.93 out of 5 average rating, 142 reviews

Bohemia Vista CC Horse Farm Apartment

30 Oct – 6 Nov

₹11,119 per night

Guest favourite

Guest suite in Dover

4.92 out of 5 average rating, 137 reviews

💖 Edi’s Suite *Privacy & Comfort Away From Home*

1–8 Jul

₹7,006 per night

Guest favourite

Cottage in North East

4.97 out of 5 average rating, 440 reviews

Persimmon Pastures

3–10 Feb

₹9,408 per night

Guest favourite

Farm stay in Madison

4.98 out of 5 average rating, 163 reviews

Madison Nature Getaway

10–17 Jul

₹10,510 per night

Guest favourite

Guest suite in Arnold

4.96 out of 5 average rating, 565 reviews

Old Bay Bungalow

1–8 Jul

₹9,517 per night

Guest favourite

Campervan/Motorhome in Chestertown

4.89 out of 5 average rating, 123 reviews

Cozy Airstream on a beautiful horse farm

31 Aug – 7 Sep

₹11,063 per night

Guest favourite

Home in Greensboro

4.96 out of 5 average rating, 47 reviews

Cozy 2 bedroom home on wooded private lane

21–28 Mar

₹10,911 per night

Guest favourite

Flat in Kent County

4.89 out of 5 average rating, 76 reviews

The Country Cottage

3–10 Feb

₹8,340 per night

Destinations to explore