Discover Your Ideal Dover, Massachusetts Vacation Rentals for a Memorable Getaway
Discover Your Perfect Dover Vacation Homes
Best Vacation Homes in Dover
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Dover Luxury Rentals
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Dover Pet Friendly Vacation Rentals
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Dover Large Vacation Homes
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Why Choose Rent By Owner for your Dover Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Dover
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you experience the best of this charming area, whether you're seeking pleasant weather or seasonal events that showcase its unique character.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this period, you can enjoy the region's pleasant weather and longer daylight hours, making it ideal for outdoor activities and sightseeing.
Mid to Late Summer (July - August)
This is the warmest time of year when exploring here becomes particularly enjoyable, especially for those seeking a vibrant atmosphere and outdoor events.
Off-Season Highlights
Late Fall (September - October)
As temperatures begin to cool, fewer visitors make it easier to find peaceful accommodations while still experiencing mild weather and changing foliage.
Early Winter (November - December)
You might notice fewer crowds during this time, offering a quiet retreat with cooler temperatures that set a cozy ambiance for your stay.
Weekly Weather Forecast for Dover
How to Book Your Dover Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Dover
Common Vacation Rentals Amenities
What amenities can you expect?
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 dining with a private patio or BBQ grill area to host gatherings amid the scenic surroundings.
- Relax in a spacious backyard ideal for casual lounging or outdoor activities under the region's charming skies.
- Make the most of nearby walking trails or nature paths perfect for exploring the area's natural beauty.
- Take advantage of available garden spaces for gardening or simply soaking in the tranquility of the outdoor environment.
- Benefit from convenient parking spaces that make it easy to explore local attractions and the surrounding region.
- If available, unwind in a screened porch or lanai to enjoy fresh air while staying protected from the elements.
- Utilize outdoor recreation areas like tennis courts or open fields commonly found within the community for active pursuits.
Top Attractions Around Dover
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and scenic spots that highlight the natural beauty of this destination, offering you an authentic regional experience during your stay.

Family Activities
- Norumbega Park: Enjoy a family picnic and outdoor fun along the scenic waterfront, perfect for relaxing days here in Dover.
- Carriage Shed Museum: Discover local history and explore charming exhibits that entertain children and adults alike during your visit to this regional destination.
- Heritage Trail: Embark on a family-friendly walk or bike ride through scenic paths that showcase the natural beauty of the area.
- Dover Town Forest: Spend quality time exploring hiking trails and outdoor activities set within this peaceful woodland, ideal for family outings in the region.
Adult Activities
- Explore the Historical Society of Dover and Assabet River National Wildlife Refuge: Delve into local history and enjoy scenic wildlife viewing within a short drive from your vacation rental.
- Attend Art Exhibitions at Local Galleries: Immerse yourself in the area's vibrant arts scene through contemporary exhibits and exhibitions available nearby.
- Participate in Guided Nature Walks: Discover the region’s diverse ecosystems on guided walks that showcase its natural beauty and promote relaxation.
- Enjoy Golf at Community Courses: Spend an afternoon honing your swing at nearby golf courses nestled within this charming destination.
Other Places to Stay in Dover, MA
Dover Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Reserves: Take advantage of the area's lush green spaces and outdoor trails to enjoy peaceful walks and scenic views during your stay.
- Visit Community Events: Check out local gatherings and events that showcase the region's culture and offerings, providing authentic experiences close to your rental.
- Discover Nearby Dining: Savor regional cuisine at nearby cafes and restaurants, allowing you to indulge in flavors unique to this destination without straying far from your accommodations.
- Plan Flexible Activities: Keep your itinerary open for spontaneous adventures or relaxing days, making the most of your time here with versatile plans tailored to your interests.
Transportation Options
- Massachusetts Bay Transportation Authority (MBTA) Commuter Rail: You can conveniently access the region via the MBTA commuter rail, making it easy to explore nearby cities and attractions from here.
- Private Car Services and Taxis: For personalized transportation around this destination, reliable private car services and taxis are readily available to get you where you need to go.
- Local Bus Services: The area is served by local bus routes that provide affordable and accessible transit options for exploring the neighborhood and beyond.
- Rental Cars: Renting a car offers flexibility to discover the surrounding region at your own pace, with multiple rental agencies situated nearby for your convenience.
Local Customs Options
- Traditional Town Meetings: Participating in local town meetings allows you to understand the community decision-making process here in this historic New England area.
- Seasonal Celebrations: Engaging in seasonal festivities, such as fall harvest festivals and holiday gatherings, offers a glimpse into the region's cherished customs and community spirit.
- Local Dining Etiquette: Appreciating regional dining traditions, especially during visits to family-owned restaurants, helps you respect the area's culinary heritage.
- Preservation of Historic Sites: Supporting efforts to preserve local landmarks reflects the community’s deep respect for its history and cultural identity in this destination.
Frequently Asked Questions About Dover?
1. What are the top vacation rentals in Dover?
There are a lot of options in Dover. If you plan on staying in the Dover area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dover:
- Spacious Private Entrance Master Bedroom/Bath
- Contemporary Style And Comfort Convenient To Boston And Route 128
- Lovely Studio Walk to Wellesley and Babson College
- Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym.
- The Cozy Colonial - 4 BDRM that's close to train and only 35 min from City!
- Lakefront private house secluded yet close to everything 3bed 2bath w gameroom!
- Beautiful home in Wellesley's Historic district
- Boston - Norwood, Stylish Apartment
- Charming home with deck- walkable to transit, shops & restaurants
- Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
2. How many vacation rentals have private pools in Dover?
There are 1 vacation rentals with private pools near Dover. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Dover are best for families?
If you are looking for a family-friendly vacation home in Dover, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dover:
4. How many Rentbyowner vacation rentals are available in Dover?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 84 in the Dover 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 Dover.
5. What is the cancellation policy for vacation rentals in Dover, Massachusetts?
6. How do I ensure my reservation for a vacation rental in Dover, Massachusetts, is secure?
7. Are there any additional fees I should be aware of when booking in this region?
8. Can I modify or cancel my booking for a vacation rental in this area?
9. What amenities are typically included in vacation rentals near Dover, Massachusetts?
Dover Top Rated Vacation Rentals
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- Pet Friendly
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- Pet Friendly