Best Vacation Homes in Hampstead
House
10.0(12 Reviews)
1 Bedroom
1 Bath
1 Guest
400 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
R1,969/Night
7 Nights - R13,787
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
Hot Tub- Parking
Pool
Spa
R7,595/Night
7 Nights - R53,165
R2,293/Night
7 Nights - R16,049
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
R4,375/Night
7 Nights - R30,628
House
9.8(5 Reviews)
4 Bedrooms
12 Baths
4 Guests
139.93 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
R2,651/Night
7 Nights - R18,558
Apartment
9.8(15 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,384/Night
7 Nights - R30,694
Other
10.0(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
Private Pool- Parking
- Pool
Ocean View
R10,635/Night
7 Nights - R74,448
House
10.0(42 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
R8,637/Night
7 Nights - R60,463
Hampstead Luxury Rentals
R97,627/Night
7 Nights - R683,387
House
10.0(2 Reviews)
5 Bedrooms
5 Baths
10 Guests
5400 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R43,785/Night
7 Nights - R306,492
New
House
5 Bedrooms
3 Baths
- Air Conditioner
- Internet
- Child Friendly
- Laundry
R20,493/Night
7 Nights - R143,447
House
4 Bedrooms
3 Baths
10 Guests
2900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R17,154/Night
7 Nights - R120,084
House
8.6(14 Reviews)
7 Bedrooms
5 Baths
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R16,629/Night
7 Nights - R116,402
House
10.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R14,541/Night
7 Nights - R101,790
House
9.6(34 Reviews)
5 Bedrooms
4 Baths
12 Guests
3200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R13,244/Night
7 Nights - R92,709
House
8.8(26 Reviews)
5 Bedrooms
3 Baths
15 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R13,235/Night
7 Nights - R92,643
Hampstead Pet Friendly Vacation Rentals
House
10.0(64 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,359/Night
7 Nights - R37,513
House
8.8(6 Reviews)
4 Bedrooms
2 Baths
9 Guests
2002.09 ft²
- Hot Tub
- Parking
- Internet
Pet Friendly
R4,392/Night
7 Nights - R30,743
Villa
10.0(6 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R12,974/Night
7 Nights - R90,827
House
2 Bedrooms
2 Baths
4 Guests
2497.23 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
R8,222/Night
7 Nights - R57,557
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
9 Guests
3500 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R13,073/Night
7 Nights - R91,504
House
9.0(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R9,869/Night
7 Nights - R69,082
House
8.0(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R6,026/Night
7 Nights - R42,185
House
6.8(3 Reviews)
3 Bedrooms
2 Baths
30 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R9,745/Night
7 Nights - R68,207
Hampstead Large Vacation Homes
Apartment
5 Bedrooms
1 Bath
12 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R9,343/Night
7 Nights - R65,400
House
5 Bedrooms
2 Baths
12 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
R3,703/Night
7 Nights - R25,922
Other
10.0(9 Reviews)
5 Bedrooms
2 Baths
16 Guests
27986 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,658/Night
7 Nights - R60,595
House
4 Bedrooms
3 Baths
10 Guests
2755.56 ft²
- Parking
- Balcony/Terrace
- Child Friendly
Security/Safety
R8,553/Night
7 Nights - R59,869
New
House
4 Bedrooms
3 Baths
10 Guests
2750 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R11,576/Night
7 Nights - R81,036
House
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
R6,403/Night
7 Nights - R44,827
House
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
R3,456/Night
7 Nights - R24,189
House
9.0(2 Reviews)
5 Bedrooms
3 Baths
5 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
R2,361/Night
7 Nights - R16,527
Why Choose Rent By Owner for your Hampstead Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Hampstead
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider planning your visit during the region's most favorable seasons, when local weather and events align to enhance your experience here in Hampstead, Maryland.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the region experiences warm weather ideal for outdoor activities and exploring local scenery.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Early Fall (September to October)
As the foliage begins to change, this time offers pleasant temperatures and fewer crowds, making it perfect for a relaxing stay.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Winter (December to February)
The quiet winter months bring cooler temperatures and a peaceful atmosphere, suitable for those who prefer fewer visitors.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Mid to Late Summer (July to August)
While summer is popular, the peak heat can be intense, and booking during this time may offer better availability and rates.
Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
Weekly Weather Forecast for Hampstead
How to Book Your Hampstead Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 a private outdoor lounging area to unwind after exploring the region.
- Take advantage of spacious yards perfect for outdoor games or picnics in Hampstead.
- Relax in a screened-in porch that lets you enjoy fresh air without worry about insects.
- Make the most of outdoor dining spaces ideal for al fresco meals with family or friends.
- Benefit from accessible hiking trails nearby, allowing you to explore the scenic surroundings.
- Utilize outdoor fire pits for cozy evenings under the stars in this charming destination.
- Appreciate beautifully maintained gardens and landscaped areas that enhance your stay here.
Top Attractions Around Hampstead
What attractions are nearby?
Enjoy a variety of outdoor activities and scenic spots just moments from your vacation rental, offering you the perfect opportunity to explore the natural beauty and local charm of this destination in Hampstead, Maryland.
Family Activities
- Hampstead Park: Enjoy a family picnic or a leisurely walk in this scenic park, perfect for outdoor activities and relaxation.
- Maryland State Wildlife Area: Explore the local wildlife and engage in birdwatching or nature walks suitable for all ages in this nearby natural reserve.
- Local Farmers’ Market: Visit the vibrant farmers' market to experience regional produce and crafts, offering a fun outing for families on weekends.
- Historic Hampstead Heritage Trail: Discover the area's history through a family-friendly walking trail that highlights local landmarks and stories.
Adult Activities
- Hampstead Golf Course: Enjoy a round of golf at this scenic course, perfect for unwinding and practicing your swing amidst beautiful surroundings.
- Sweet Water Farm Park: Explore the lush trails and open spaces of this local park, ideal for a relaxing walk or outdoor picnic in the region.
- Hampstead Antique Market: Discover unique vintage finds and collectibles in this charming market, providing a delightful shopping experience here.
- Community Events and Festivals: Engage with the local culture by attending seasonal festivals and community gatherings that highlight the area's friendly atmosphere.
Hampstead Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor spaces: Take advantage of nearby parks and trails to enjoy the region's natural beauty and unwind during your stay.
- Discover authentic dining experiences: Savor regional flavors at local eateries to get a true taste of the area's culinary scene.
- Plan day trips to surrounding attractions: Use Hampstead as a convenient base for exploring neighboring destinations and making the most of your visit.
- Engage with the community: Participate in local events or visit community centers to immerse yourself in the area's culture and hospitality.
Transportation Options
- Driving: Renting a car offers you the flexibility to explore Hampstead and the surrounding region at your own pace, making it ideal for convenience and independence.
- Public Transit: The area is served by local bus services that connect you to nearby towns and transportation hubs, providing an economical way to get around here.
- Taxis and Rideshare Services: Easily available within this destination, these options ensure quick and reliable transportation for trips within Hampstead and nearby attractions.
- Bike Rentals: For a more leisurely experience, bike rentals allow you to enjoy the scenic views of the region while maintaining an eco-friendly travel approach.
Local Customs Options
- Community Celebrations: Participating in local festivals and parades reflects the region’s rich traditions and vibrant community spirit that you can experience during your stay.
- Dining Etiquette: Embracing the area's casual dining customs, especially at local eateries, allows you to enjoy authentic Maryland cuisine with ease and respect for local practices.
- Historical Respect: Showing reverence for historic sites and landmarks here demonstrates appreciation for the region’s heritage and cultural significance.
- Nature Appreciation: Engaging with the area's outdoor spaces through respectful outdoor etiquette enhances your connection to this destination's natural beauty.
Frequently Asked Questions About Hampstead?
1. What are the top vacation rentals in Hampstead?
There are a lot of options in Hampstead. If you plan on staying in the Hampstead area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hampstead:
- Restored, Historic Mill House Near The NCR Trail
- Peaceful Hollow - Peaceful Hollow
- Unique Tiny House Getaway on Historic Farm
- 2.5 hours from Washington D.C. this spacious 5BR 2.5BA farmhouse is on a secluded 75-acre property near Manchester, MD, in scenic Carroll County. It promises a relaxing retreat near the state line, exciting local attractions, and natural landmarks.
- Deer Haven at Bacon Hall: Stunning 14 Acre Modern Villa with Sunroom
- Peaceful 24-Acre Horse Farm Retreat Estate with Pool Near DC
- Amber Oasis is more than a stay- it’s where families relax, reconnect, and make memories
- Tranquil 2br w. Office Work Space & Private Patio
- The Manor on Belfast: Peaceful Family Home
- NEW Spacious and fun packed large home in Baltimore County
2. How many vacation rentals have private pools in Hampstead?
There are 3 vacation rentals with private pools near Hampstead. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Hampstead are best for families?
If you are looking for a family-friendly vacation home in Hampstead, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hampstead:
4. How many Rentbyowner vacation rentals are available in Hampstead?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 104 in the Hampstead 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 Hampstead.
5. What is the cancellation policy for vacation rentals in Hampstead, Maryland?
Cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees related to cancellations.
6. Are there any additional fees I should be aware of when booking a vacation rental in the area?
Additional fees such as cleaning, service charges, or local taxes may apply. Check the individual listing for a detailed breakdown of all costs before completing your reservation.
7. How do I confirm the availability of a vacation rental in this region?
Availability can fluctuate based on dates and demand. Use the booking platform to check real-time availability or contact the host for confirmation during your preferred travel period.
8. What amenities are typically included in vacation rentals here?
Most properties offer essential amenities like Wi-Fi, parking, and kitchen facilities. For specific features, refer to the property listing or reach out to the owner for detailed information.
9. Is there a minimum stay requirement for booking a vacation rental in this destination?
Minimum stay requirements vary depending on the property and season. Review each listing's policies or contact the property owner directly to ensure your stay complies with their terms.
Hampstead Top Rated Vacation Rentals
New
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R6,248/Night
7 Nights - R43,737
Hotel
8.5(247 Reviews)
1 Bath
216.82 ft²
Oceanfront- Hot Tub
- Parking
- Pool
R2,020/Night
7 Nights - R14,133
Hotel
8.4(1004 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Kitchen
R1,887/Night
7 Nights - R13,209
New
House
8.4(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R9,822/Night
7 Nights - R68,752
Apartment
5.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Private Pool
- Parking
- Pool
- Ocean View
R6,936/Night
7 Nights - R48,559
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R2,912/Night
7 Nights - R20,374
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
5 Guests
2500 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R3,312/Night
7 Nights - R23,181
Bed & Breakfast
10.0(1 Review)
1 Bedroom
2 Baths
4 Guests
- Breakfast
EV Charge Station- Parking
- Pool
R1,569/Night
7 Nights - R10,980
