Dennis Vacation Rentals

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

• Pond View~ Abuts conservation and walking trails. There is fishing at the pond
• Mermaid Cottage! beautiful propety!
• Scargo Vista ~ Professionally designed, Completely renovated craftsman home
• Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
• ⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*
• Beautiful, Spacious Antique Farmhouse Steps to Private Beach
• Dennis Village 3 bedroom house, walk to beach, central air, lg private setting
• Modern 4 BDR Northside Dennis Beach House w/Central A/C
• Beautiful Beach Home, close to Mayflower & several Dennis Beaches, north of 6A
• Pristine Home, Walk to Mayflower & Bayview Beaches!

There are 6 vacation rentals with private pools near Dennis. Top-rated RBO homes that have access to a swimming pool include:

• Cape Cod Rare Opportunity, minutes to beach, private pool
• The Escape: 028-Y Big, Custom Built with Pool, Hot Tub in Yarmouth Port
• Totally Renovated Antique with a Pool - Sleeps 10
• Dennis Dreams: 037-D Heated Pool, Walk to Mayflower Beach, Sleeps 10 w/Guest House in Dennis

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

• Nestled In The Sand On Private Mayflower Beach Area! Amazing Views!
• Marvelous Mayflower
• Walkable Dennis Cottage: 'the Blue Scallop'

Currently, the total number of properties listed by Rent By Owner in 2026 is over 212 in the Dennis 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 Dennis. 

The cancellation policy varies depending on the specific property listing. You should review the details listed for each vacation rental in Dennis, Massachusetts, to understand the terms and any potential fees or refund conditions. If you have questions, reaching out directly to the property owner can provide clarity.

Check-in and check-out times are determined by each vacation rental’s host. You can find the specific times listed on your reservation details, or contact the property owner directly for confirmation to ensure a smooth arrival and departure process.

Yes, detailed photos and guest reviews are available on the listing page for each property. These resources help you assess the quality and suitability of the vacation rentals here, making it easier to choose the perfect accommodation for your stay.

Most vacation rentals in Dennis offer amenities such as Wi-Fi, kitchen facilities, parking, and outdoor spaces. The specific amenities can vary, so it's best to check each listing for detailed information to find a property that meets your needs.

You can contact the property owner directly through the messaging system provided on the booking platform. This allows you to ask about special requests or clarify any concerns before or during your visit to ensure a comfortable stay in the area.