
Holiday rentals in Dover
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Top-rated holiday rentals in Dover
Guests agree: these stays are highly rated for location, cleanliness and more.

💖 Edi’s Suite *Privacy & Comfort Away From Home*
THIS IS A SMOKE-FREE PROPERTY w/ a Spacious apartment connected to my home. Large bedroom w/ queen sized bed, queen sized air mattress, living room, dinning nook, kitchenette & bathroom. Just off of the Rt. 1 exit, it's 5 miles from Dover Downs & DSU, 3 miles from Wesley College, minutes from Dover AFB, & 15 min (13.5 mi) via DE-1 S to DE Turf Sport Complex. Rehoboth Beach is 53 min (42.9 mi) via DE-1 S. Bethany Beach is 1 h 7 min (54.0 mi) via DE-1 S Dewey Beach is 53 min (43.2 mi) via DE-1 S

Nicencozy, near DE Turf, Bayhealth, beaches, AFB
Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

Dewey Beach 1 BR+sleeper sofa. Walk to the beach!
Enjoy all of Dewey Beach at this delightful 1 BR, ground floor, apartment on the north side of town. 1.5 blocks to the beach, and 3 blocks to the start of restaurants and music venues. Quiet, relaxing location on a side street. Perfect for a small family or group of 4 friends! Custom self check-in keypad code for Private Entry sent upon booking. Professionally cleaned + bed made before your stay. 4 beach chairs, 1 on-property parking spot + 1 free Street Parking Passes provided at no charge!

Waterfront | Sunsets | 2Br | Peaceful | Firepit
Just steps away from the Delaware Bay beach. View sunsets every night from your second floor deck. Built in 2025 enjoy our new two bedroom, one bathroom, open concept living room/kitchen/dining apartment. Located 15 minutes from Cape May & Wildwood. Plenty of Wineries and Breweries within 10 miles. We are located on the “Flats,” when the tide goes out it leaves pools of water for many birds fish. We are not able to host service dogs, our dog is not dog friendly. We are smoke free. WiFi

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)

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.

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 ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Stylish 2BR • Near DE Turf, Beaches & Dining
This brand new 2 bedroom apartment is right in the heart of downtown Milford, walking distance from local boutiques, night life & restaurants. Our apartment is dog & family friendly! We are located 20 minutes from beaches and shopping & about 10 minutes from the DE turf complex! We own a local restaurant & distillery (EasySpeak) and restaurant called Fondue. where you'll receive 20% off at during your stay! WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

Cozy 2 bedroom home on wooded private lane
Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Country Guest House
Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

Cozy apartment in a quiet Amish country setting
Relax in our fully furnished 1 bedroom (and a spare room with a futon for extra bedding ) 1 bath, living room, and kitchenette apartment, with a private ground level entrance, in a peaceful Amish country setting. The unit is 5 miles away from the Dover city limits. While here, be sure to enjoy shopping at Byler’s Store, a local destination stop featuring a deli, bakery, grocery and gift shop.

Riverwalk Retreat - Family & Dog Friendly
New modern downtown Milford riverwalk retreat. Short walking distance to downtown attractions. Private parking available. -6 miles to Delaware Sports Turf -9 miles Killens Pond State Park -15 minute drive to Harrington Casino & Fairgrounds -25 minute drive to Sports at the Beach -30 minute drive to Delaware Beaches and Dover Downs Hotel & Casino.
Popular amenities for Dover holiday rentals
Other great holiday rentals in Dover

Modern house in the country

Cozy & Spacious Studio Apartment

2BR mini king/queen/wifi/kitchenette/living room

The Little Gem Cottage/ EV charging station

Heart of Smyrna 3 bd near all

Mast Cabin

Mini Aruba Glamper

The little backyard guest house
When is the best time to visit Dover?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $76 SGD | $76 SGD | $72 SGD | $76 SGD | $77 SGD | $82 SGD | $85 SGD | $80 SGD | $76 SGD | $77 SGD | $76 SGD | $72 SGD |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 18°C | 23°C | 25°C | 24°C | 21°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
Where should I stay in Dover?
Make yourself at home in Dover by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Highland Acres, over 20 vacation rentals in Little Creek, and over 30 vacation rentals in Wyoming.
Are there vacation rentals with a dedicated workspace in Dover?
Yes! Work meets play with ease at over 120 vacation rentals in Dover featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Dover?
Four-legged friends are welcome in Dover. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Dover?
Experience the best of Dover with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Dover have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Dover. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dover have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Dover. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Dover have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Dover. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Dover?
Dover has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Dover

Total holiday rentals
Explore 160 holiday rentals in Dover

Nightly prices starting at
Dover holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 6,150 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
160 of Dover holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Dover rentals

4.8 Average rating
Dover stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Dover’s top spots include AMC Dover 14, Dover Air Force Base Theater and Schwartz Center
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