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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.

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Guest favourite
The exterior of the property is illuminated at night, highlighting the path with strategically placed ground lights. The façade features a simple, white wooden structure with dark shutters, creating contrast against the soft glow of the lighting.
Guest suite in Dover
4.91 out of 5 average rating, 171 reviews

💖 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

Top guest favourite
A cozy bedroom features a full-sized bed covered with a nautical-themed quilt. A nightstand and a dresser with multiple drawers are situated against the walls. Decorative wall art adorns the yellow walls, while soft lighting creates a welcoming ambiance. A plush area rug adds warmth to the space.
Guest suite in Lincoln
4.93 out of 5 average rating, 259 reviews

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.

Top guest favourite
A spacious living area features a large L-shaped mahogany leather couch and a brown suede love seat adorned with decorative pillows. An ottoman complements the seating arrangement. A 65" HD flat screen TV is visible, alongside two windows allowing natural light to brighten the room.
Flat in Dewey Beach
4.93 out of 5 average rating, 273 reviews

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!

Top guest favourite
Flat in Villas
4.98 out of 5 average rating, 206 reviews

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

Top guest favourite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Flat in Greenwood
4.97 out of 5 average rating, 648 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)

Guest favourite
A modern kitchenette features wooden cabinetry with a spacious sink and various kitchen appliances, including a toaster oven and coffee maker. Open shelving displays decorative containers and essential utensils, while a wall clock adds a touch of functionality. A towel hangs neatly from a hook.
Flat in Magnolia
4.95 out of 5 average rating, 146 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.

Top guest favourite
The exterior entrance of a converted corn crib features natural wood siding and a gabled roof. Large double doors framed by lantern-style lights open into a welcoming space, complemented by potted plants on either side. Lush green trees and a gravel path are visible in the surrounding landscape.
Guest house in Easton
4.99 out of 5 average rating, 638 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 ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Guest favourite
A spacious living area features a large sectional sofa with a cozy blanket draped over it. A dog relaxes comfortably on the couch. Two windows allow natural light to enter, while a mounted TV and decorative wall art enhance the inviting atmosphere.
Flat in Milford
4.91 out of 5 average rating, 169 reviews

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

Top guest favourite
A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.
Home in Greensboro
4.97 out of 5 average rating, 121 reviews

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.

Superhost
A comfortable living area features a cozy gray sofa facing a stone fireplace. A wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Light enters through a nearby window, illuminating the space.
Guest house in Dover
4.84 out of 5 average rating, 169 reviews

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.

Guest favourite
A comfortable living area features two dark brown sofas positioned around a glass-top coffee table. Natural light filters through sheer curtains, illuminating the space. A potted plant and decorative wall art enhance the ambiance, while a wall clock adds a functional element.
Flat in Dover
4.87 out of 5 average rating, 175 reviews

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.

Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator, microwave, and dishwasher. A granite countertop provides ample workspace, complemented by bar seating with black stools. Natural light enters through a nearby window and the entrance door, enhancing the bright atmosphere.
Home in Milford
4.95 out of 5 average rating, 196 reviews

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

When is the best time to visit Dover?

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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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