Discover Your Perfect Cambridge Vacation Homes

Cambridge Luxury Rentals

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Cambridge Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Cambridge 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.

Popular Areas for Cambridge Vacation Rentals

Where are the best neighborhoods to stay in Cambridge?

When exploring neighborhoods to stay in Cambridge, Maryland, you’ll find a variety of charming areas that offer unique experiences close to local attractions and scenic waterfronts. Each neighborhood provides a distinct ambiance, whether you're seeking historic charm, quiet residential streets, or lively community spaces. Choosing the right neighborhood can enhance your visit, giving you easy access to the town's cultural heritage and natural beauty. From tranquil settings to vibrant locales, Cambridge offers an array of options for a comfortable and memorable stay in this picturesque part of Maryland.

Downtown Cambridge

Staying in the heart of the area offers easy access to local shops and dining, making it a convenient choice for exploring all that this destination has to offer. Here, you'll find an inviting atmosphere that enhances your experience of the region.

View 155+ Rentals in Downtown Cambridge

Best Times to Visit Cambridge

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the region offers different attractions and weather patterns throughout the year, making it important to consider seasonal factors when booking your vacation rentals in Cambridge, Maryland.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the region experiences warm weather ideal for exploring outdoor activities and local events. Book your vacation rentals early to secure the best spots in this popular season.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This time offers pleasant temperatures and fewer crowds, making it an excellent choice for enjoying the area's scenic beauty and cultural festivities. Secure your vacation rentals well in advance for optimal availability.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler weather, providing a peaceful atmosphere with fewer tourists. It's a perfect time to find more affordable vacation rentals and experience the tranquil side of the area.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Early Spring (March to April)

As the region transitions into warmer weather, the early spring offers quieter surroundings and lower rates for vacation rentals. This is an ideal period for those seeking a relaxed visit before the peak seasons begin.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Cambridge

How to Book Your Cambridge 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.

Explore and book the perfect rental in Cambridge

More Top-Rated Vacation Rentals in Cambridge Area

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 relaxing evenings around a outdoor fire pit, perfect for unwinding after exploring the region’s scenic sights.
  • Take advantage of a spacious backyard or garden area to host outdoor gatherings or simply enjoy the fresh air.
  • Make the most of a private deck or patio, ideal for morning coffee or alfresco dining with views of the surrounding scenery.
  • Explore nearby trails or nature paths directly from your rental, offering convenient access to outdoor adventures.
  • Utilize a screened-in porch to relax comfortably outdoors while staying protected from insects and weather elements.
  • Benefit from outdoor dining setups that enhance your experience of local cuisine amidst the area's natural beauty.
  • Secure parking or boat storage options to facilitate easy access to outdoor activities in this inviting destination.

Top Attractions Around Cambridge

What attractions are nearby?

Discover nearby activities in the region, from scenic waterfront outings to charming local attractions, ensuring your stay in Cambridge provides plenty of opportunities for relaxation and exploration.

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Family Activities

  • Adventure Park at the Farm: Enjoy a fun-filled day outdoors with your family at this popular attraction, offering zip lines, obstacle courses, and farm activities perfect for all ages.
  • Maritime Museum: Discover the area's rich maritime history through engaging exhibits and interactive displays that introduce children to the region's seafaring heritage.
  • Downtown Historic District: Explore charming streets lined with shops and eateries, providing a delightful setting for family strolls and sightseeing in the area.
  • Chesapeake Bay Waterfront: Spend quality time by the water with activities like picnicking, fishing, or simply enjoying scenic views, making it an ideal spot for family relaxation here.
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Adult Activities

  • Canoeing and Kayaking: Experience peaceful paddling along the peaceful waterways that surround this area, offering a perfect way to connect with nature and enjoy the scenic beauty of the region.
  • Fishing Excursions: Take advantage of the abundant fishing opportunities in the local waters, ideal for relaxing days spent casting your line in the tranquil environment.
  • Historical Tours: Discover the rich history of the area through guided tours or self-exploration of its well-preserved landmarks and museums that showcase this destination’s cultural heritage.
  • Boat Cruises: Enjoy leisurely boat cruises that provide stunning views of the region’s waterways, making it a memorable activity to appreciate the local landscape from the water.

Other Places to Stay in Cambridge, MD

Harriet Tubman Underground Railroad National Historical Park
Harriet Tubman Underground Railroad National Historical Park Vacation Rentals
Blackwater National Wildlife Refuge
Blackwater National Wildlife Refuge Vacation Rentals
Harriet Tubman Birthplace Marker
Harriet Tubman Birthplace Marker Vacation Rentals
Dorchester County
Dorchester County Vacation Rentals
Downtown Cambridge
Downtown Cambridge Vacation Rentals
Dorchester County Visitors Center
Dorchester County Visitors Center Vacation Rentals
Dorchester General Hospital
Dorchester General Hospital Vacation Rentals
Ruark Boatworks
Ruark Boatworks Vacation Rentals
Harriet Tubman Museum and Educational Center
Harriet Tubman Museum and Educational Center Vacation Rentals
Richardson Maritime Museum
Richardson Maritime Museum Vacation Rentals
Christ Episcopal Church
Christ Episcopal Church Vacation Rentals
Algonquin
Algonquin Vacation Rentals
More Places to Stay Near Cambridge

Cambridge Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Sightseeing Early: Take advantage of the area's charming attractions by organizing your visits in advance to make the most of your stay here and avoid missing out on memorable experiences.
  • Explore Local Cuisine: Discover nearby eateries and culinary gems to truly immerse yourself in the region's flavors and enjoy authentic dining experiences during your visit.
  • Utilize Water-Based Activities: Make the most of the proximity to waterways with activities like boating or fishing, enhancing your relaxation and adventure in this scenic destination.
  • Choose Strategic Accommodation: Select a well-located vacation rental that offers easy access to key attractions and amenities, ensuring a comfortable and convenient stay in the region.

Transportation Options

  • Cambridge Transit System: This local public transportation option offers convenient bus routes throughout the area, making it easy for you to explore without a car.
  • Rental Cars: Several rental agencies operate nearby, providing flexible vehicle options that allow you to comfortably navigate the region at your own pace.
  • Taxi Services: Trusted taxi companies serve here, offering reliable door-to-door transportation whenever you need to reach destinations within the destination area.
  • Bike Rentals: For an eco-friendly and active way to see the sights, bike rentals are available, letting you enjoy the scenic surroundings at a leisurely pace.

Local Customs Options

  • Crab Feast Traditions: Participating in local crab feasts is a cherished custom here, where you can enjoy fresh Maryland blue crabs seasoned with regional spices.
  • Historic Chesapeake Boat Rides: Taking part in boat rides along the bay allows visitors to experience the area's maritime heritage firsthand.
  • Cultural Festivals and Parades: Engaging in seasonal festivals and parades celebrates the vibrant community spirit that defines this destination.
  • Seafood Cuisine Appreciation: Savoring locally inspired seafood dishes at neighborhood eateries reflects the region’s deep-rooted culinary customs.

Cambridge Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Cambridge?

There are a lot of options in Cambridge. If you plan on staying in the Cambridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cambridge:

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

There are 27 vacation rentals with private pools near Cambridge. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 195 in the Cambridge 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 Cambridge. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual property listing. It is recommended to review the specific cancellation terms outlined in the listing details or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation property here?

Additional fees such as cleaning charges, service fees, or security deposits may apply and are typically detailed within each listing. Be sure to read the full description or reach out to the host for clarification.

7. How do I confirm my reservation and what steps are involved?

Reservation confirmation is usually completed through the booking platform once you provide necessary details and payment. For any questions during the process, contacting the property owner can ensure a smooth confirmation.

8. What amenities are generally available in vacation rentals around here?

Most properties feature amenities like Wi-Fi, kitchen facilities, air conditioning, and parking. Specific amenities are listed on each property page, so reviewing these details will help you find the best fit for your stay.

9. Is there flexibility on check-in and check-out times for vacation rentals in this region?

Check-in and check-out times are determined by each host and are specified in the listing. If you require flexible timings, it’s advisable to communicate directly with the owner prior to booking.

Cambridge Top Rated Vacation Rentals

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