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Vacation rentals in Dover

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Top-rated vacation rentals in Dover

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

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Top guest favorite
The exterior of the cabin displays a rustic design with wooden accents and large windows that invite natural light. A spacious grassy area surrounds the structure, complemented by trees and landscaping. A small patio area is visible, offering a place to sit outdoors.
Farm stay in Chestertown
4.95 out of 5 average rating, 152 reviews

Outrange at Blue Heron Farm

Enjoy the peace and tranquillity at “Outrange,” Blue Heron Farm’s recently updated cabin. This unique and rustic 2 bedroom, 1 bath home was designed by architect Randy Wagner and built in 1978. Tucked away on a 126 acre fourth-generation organic waterfront farm, Outrange is a private getaway situated just 15 minutes from historic Chestertown. With views of the Chester River and access to the farm’s private dock, Outrange is a magical getaway for anyone that loves the beauty of the Eastern Shore.

Guest favorite
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
4.9 out of 5 average rating, 168 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

Guest favorite
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
4.92 out of 5 average rating, 253 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 favorite
A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.
Cottage in North East
4.98 out of 5 average rating, 627 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Top guest favorite
Cottage in Charlestown
4.95 out of 5 average rating, 225 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and has a CHRISTMAS TREE, a PERFECT spot for a WINTRY romantic couple's getaway! honeymoon/celebrations Designed with that in mind,a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels

Top guest favorite
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.
Apartment in Greenwood
4.97 out of 5 average rating, 635 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)

Top guest favorite
A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.
Cottage in Frankford
4.99 out of 5 average rating, 196 reviews

19th Century Cottage with Modern Amenities

Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Top guest favorite
A spacious studio interior features a king bed positioned near a sloped ceiling. A seating area includes a gray sofa and a recliner, complemented by a coffee table. A wooden dining table is set for two, and large windows provide ample natural light.
Apartment in Chestertown
4.96 out of 5 average rating, 255 reviews

Chestertown Private cottage with NFL Sun Ticket

Escape to a secluded, romantic studio hideaway in the middle of Chestertown. Private parking, and over 1 acre of gardens to call your own. Relax in front of the fire with views of gardens in the windows. Kitchenette has extra large toaster oven, two burner hot plate, microwave, fridge, and Keurig/drip coffee makers. King bed with 100% cotton 1000 thread count linens and deluxe mattress, kitchenette, and washer dryer. We also host ‘Wren Retweet”, a house in front of the carriage house.

Top guest favorite
An aerial view captures the farmhouse set alongside the Cohansey River. Lush green fields extend towards the water, reflecting the sky overhead. The landscape features a mix of grassy areas and water, creating a peaceful setting surrounded by nature.
Home in Bridgeton
4.94 out of 5 average rating, 230 reviews

"The Townsend" - Hot Tub!

On the way to The Townsend, you'll pass roadside farmstands and open fields. This meticulously restored farmhouse, located on the Cohansey River, features waterfront views in every room in the house so you can unwind, reflect and enjoy the company of family and friends. Outside you'll find a fire pit, hot tub and large field, perfect for outdoor activities. A quick 3 mile drive takes you to the historic town of Greenwich. Please read "the space" section, which gives room-by-room detail.

Top guest favorite
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.
Guesthouse in Easton
4.99 out of 5 average rating, 630 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.

Top guest favorite
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
4.96 out of 5 average rating, 114 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.

Guest favorite
The exterior of a two-story house is shown, featuring white siding and a gray shingled roof. A prominent brick chimney rises alongside the structure. A set of four black chairs is situated on a patio area, with large windows providing views of the surrounding landscape.
Home in Frederica
4.95 out of 5 average rating, 129 reviews

THE RIVERHOUSE @ DE TURF

THE RIVER HOUSE @ DE TURF ! 6 bedrooms and 3 full baths, this home accommodates large groups traveling to Delaware Turf for soccer, lacrosse and field hockey tournaments. Four living areas and a central kitchen, multiple families can use this home at the same time. 2 sets of bunks in each bunk room! The river view is outstanding from the picture window in the family room! This home is less than a mile from the turf fields and 30 minutes to the resort beaches!

Popular amenities for Dover vacation rentals

When is the best time to visit Dover?

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Avg. temp33°F36°F43°F54°F64°F73°F78°F76°F69°F57°F47°F38°F

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 20 vacation rentals in Towne Point, over 30 vacation rentals in Wyoming, and over 60 vacation rentals in Highland Acres.

  • 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 apartment rentals in Dover?

    Experience the best of Dover with our apartment rentals, starting at about $40 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 20 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 townhouse rentals in Dover have wifi?

    Absolutely! We offer over 10 townhouse 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 vacation rentals in Dover

  • Total vacation rentals

    Explore 160 vacation rentals in Dover

  • Nightly prices starting at

    Dover vacation rentals start at $20 per night before taxes and fees

  • Verified guest reviews

    Over 5,840 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Dover vacation rentals include wi-fi 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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