Discover Your Perfect Downtown Vacation Homes

Best Vacation Homes in Downtown

New
950 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Kitchen
  • Parking
  • Air Conditioner
US $438/Night For 7 Nights US $3,069
10.0
Exceptional
(8 Reviews)
1097.92 ft² 8 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Spa
  • Fireplace/Heating
US $316/Night For 7 Nights US $2,212
9.2
Exceptional
(50 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $166/Night For 7 Nights US $1,162
New
6 Guests 3 Bedrooms 1 Bathroom
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $136/Night For 7 Nights US $955
10.0
Exceptional
(2 Reviews)
1700.7 ft² 8 Guests 3 Bedrooms 2 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $483/Night For 7 Nights US $3,381
10.0
Exceptional
(4 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $221/Night For 7 Nights US $1,544
10.0
Exceptional
(1 Review)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $210/Night For 7 Nights US $1,471
10.0
Exceptional
(1 Review)
624 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $191/Night For 7 Nights US $1,334

Downtown Luxury Rentals

New
2152.78 ft² 16 Guests 6 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $1,127/Night For 7 Nights US $7,887
10.0
Exceptional
(1 Review)
10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $1,104/Night For 7 Nights US $7,725
10.0
Exceptional
(52 Reviews)
1700 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $1,020/Night For 7 Nights US $7,139
New
204.51 ft² 16 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $953/Night For 7 Nights US $6,673
2.0
Average
(1 Review)
2153 ft² 16 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $934/Night For 7 Nights US $6,536
10.0
Exceptional
(21 Reviews)
2800 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $870/Night For 7 Nights US $6,089
10.0
Exceptional
(1 Review)
10 Guests 4 Bedrooms 5 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $836/Night For 7 Nights US $5,850
9.8
Exceptional
(36 Reviews)
3272 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $716/Night For 7 Nights US $5,011

Downtown Pet Friendly Vacation Rentals

9.2
Exceptional
(16 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $253/Night For 7 Nights US $1,769
9.5
Exceptional
(7 Reviews)
914.93 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Parking
US $286/Night For 7 Nights US $2,005
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Air Conditioner
US $142/Night For 7 Nights US $994
7.8
Very Good
(10 Reviews)
1238 ft² 7 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $350/Night For 7 Nights US $2,453
8.0
Excellent
(1 Review)
2066.67 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $466/Night For 7 Nights US $3,262
New
1292 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $114/Night For 7 Nights US $795
6.0
Good
(3 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $110/Night For 7 Nights US $772
2.0
Average
(1 Review)
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $99/Night For 7 Nights US $696

Downtown Large Vacation Homes

10.0
Exceptional
(34 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $305/Night For 7 Nights US $2,137
9.8
Exceptional
(12 Reviews)
1560.77 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Villa
  • Pool
  • Balcony/Terrace
  • Breakfast
US $196/Night For 7 Nights US $1,372
10.0
Exceptional
(22 Reviews)
1100 ft² 100 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $332/Night For 7 Nights US $2,323
9.5
Exceptional
(4 Reviews)
3272.23 ft² 10 Guests 5 Bedrooms 3 Bathrooms
House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $701/Night For 7 Nights US $4,907
10.0
Exceptional
(1 Review)
10 Guests 4 Bedrooms 2 Bathrooms
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $419/Night For 7 Nights US $2,932
10.0
Exceptional
(1 Review)
10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $206/Night For 7 Nights US $1,442
9.6
Exceptional
(23 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $205/Night For 7 Nights US $1,434
9.4
Exceptional
(29 Reviews)
10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $545/Night For 7 Nights US $3,813

Why Choose Rent By Owner for your Downtown Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Downtown

When should you plan your Vacation Rentals stay?

Determining the best time to visit here can enhance your experience, as this destination offers different attractions and charm depending on the season you choose to explore it.

Peak Season Highlights

summer
Summer (June to August)

During peak summer months, you'll enjoy warm weather ideal for exploring the area's outdoor attractions and relaxing at local beaches. This is when the region sees its highest influx of visitors seeking vibrant city experiences and coastal leisure.

Average Temperature Daytime: 85°F - Nighttime: 70°F
autumn
Fall (September to November)

Autumn brings pleasant temperatures and colorful scenery, making it a popular time for outdoor activities and cultural events in the destination. Many travelers prefer this season for its mild climate and fewer crowds compared to summer peak times.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Off-Season Highlights

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Winter (December to February)

The winter months offer a quieter experience with cooler temperatures, making it a suitable choice if you're seeking tranquility and lower accommodation rates. You can still explore the city's indoor attractions comfortably during this time.

Average Temperature Daytime: 50°F - Nighttime: 35°F
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Early Spring (March to April)

As the region transitions into spring, fewer tourists visit, providing a peaceful setting to enjoy the area's local charm and emerging nature scenes. It's an ideal period for those who prefer avoiding larger crowds while still experiencing milder weather.

Average Temperature Daytime: 60°F - Nighttime: 45°F

Weekly Weather Forecast for Downtown

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks for relaxing mornings or evening gatherings.
  • Take advantage of nearby green spaces or parks ideal for picnics and outdoor activities.
  • Many properties offer access to private or shared courtyards that enhance your outdoor experience.
  • Look for accommodations with grilling facilities to prepare meals outdoors during your stay.
  • Some rentals feature swimming pools or spa tubs for outdoor leisure and unwinding.
  • Find properties with shaded verandas or porches perfect for enjoying the fresh regional air.
  • Explore options with easy access to waterfront views or beaches, adding a scenic outdoor element to your visit.
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Family Activities

  • Hampton History Museum: Dive into the region’s rich history through engaging exhibits tailored for family visitors, providing a fun and educational experience close to downtown.
  • Fort Monroe National Monument: Explore this historic site with its expansive grounds and scenic views, perfect for outdoor family adventures in the area.
  • Hampton Carousel at Bluebird Gap Farm: Enjoy a charming vintage carousel surrounded by a farm park, offering delightful family-friendly entertainment within the city.
  • Bluebird Gap Farm: Discover this local farm park with petting zoos, picnic areas, and walking trails, making it an ideal spot for a relaxing family day out here.
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Adult Activities

  • Hampton History Museum: Discover the rich heritage of this destination through engaging exhibits and historic artifacts that tell the story of the region.
  • Fort Monroe National Monument: Explore the historic fort that offers a glimpse into the area's military history along with scenic views and walking trails.
  • Hampton Roads Convention Center: Attend diverse events, conferences, or exhibitions that showcase the vibrant culture and community here.
  • Downtown Hampton Waterfront Park: Relax by the water, enjoy picturesque views, and stroll along the scenic promenade in this popular outdoor space.

Downtown Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar in advance to align your stay with local festivals or activities, enhancing your experience in this vibrant destination.
  • Explore Nearby Dining Options: Take advantage of the region's culinary scene by discovering popular local eateries near your vacation rental for authentic flavors.
  • Utilize Public Transportation: Make the most of available transit services to easily navigate the area and explore key attractions without hassle.
  • Book Activities Early: Reserve tickets for popular sites and experiences ahead of time to ensure availability during your visit to this lively region.

Transportation Options

  • Hampton Roads Transit (HRT) Bus Service: This reliable bus network provides convenient transportation throughout the area, making it easy for you to explore Downtown and neighboring attractions.
  • Amtrak Passenger Rail: Conveniently connecting this city to major destinations along the East Coast, Amtrak offers a comfortable and efficient travel option for visitors here.
  • Rental Car Services: Numerous rental agencies are available locally, giving you the flexibility to explore at your own pace within this region.
  • Local Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft operate seamlessly in the area, providing quick and accessible transportation when you need it.

Local Customs Options

  • Gullah Culture Celebrations: You may encounter vibrant local events that honor the region's Gullah heritage, reflecting a deeply rooted history in this destination.
  • Traditional Seafood Dishes: Savor the area's culinary customs through seafood prepared using age-old recipes, highlighting the region’s maritime traditions.
  • Historic Downtown Festivals: Experience community festivals that celebrate the area’s rich history and foster local pride during your stay here.
  • Southern Hospitality Etiquette: Expect warm welcomes and courteous interactions that showcase the friendly, Southern hospitality characteristic of this region.

Downtown Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Downtown?

There are 3 vacation rentals with private pools near Downtown. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Downtown are best for families?

If you are looking for a family-friendly vacation home in Downtown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Downtown:

4. How many Rentbyowner vacation rentals are available in Downtown?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 318 in the Downtown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Downtown. 

5. What is the cancellation policy for vacation rentals in Downtown, Hampton, Virginia?

Each listing has its own cancellation policy, which you can review during the booking process or on the property details page. For specific conditions and potential fees, it’s best to contact the host directly or read the cancellation terms carefully before confirming your reservation.

6. How do I find available vacation rentals in Downtown, Hampton, Virginia?

You can easily browse available options by entering your travel dates on the search platform, filtering results based on your preferences, such as amenities and price range, to find the ideal stay in the area.

7. Are there any minimum stay requirements for vacation rentals here?

Many properties have minimum night stays that vary depending on the listing. To see the specific requirements, check the property details or contact the host directly for clarification before booking.

8. Can I get a refund if my plans change after booking a vacation rental in this destination?

Refund policies depend on the individual listing and the cancellation policy set by the host. Be sure to review these policies before finalizing your reservation, and consider purchasing travel insurance for added protection.

9. What should I do if I encounter issues during my stay at a vacation rental in Hampton's downtown area?

If you experience any problems, contact the property owner or local support team listed on your booking platform promptly. They are committed to providing reliable assistance to ensure your stay remains comfortable and enjoyable.

Downtown Top Rated Vacation Rentals

10.0
Exceptional
(25 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $635/Night For 7 Nights US $4,442
10.0
Exceptional
(2 Reviews)
1797.57 ft² 4 Guests 2 Bedrooms 3 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Parking
US $402/Night For 7 Nights US $2,816
9.2
Exceptional
(17 Reviews)
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $336/Night For 7 Nights US $2,349
9.2
Exceptional
(5 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $409/Night For 7 Nights US $2,863
8.0
Excellent
(1003 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $104/Night For 7 Nights US $726
7.4
Very Good
(276 Reviews)
374.05 ft² 4 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Hot Tub
  • Pool
US $282/Night For 7 Nights US $1,971
5.8
Average
(870 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Kitchen
US $82/Night For 7 Nights US $572
4.6
Average
(641 Reviews)
301.39 ft² 1 Bathroom
Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $136/Night For 7 Nights US $949