Best Vacation Homes in Dover
12 Guests
6 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,795/Night
For 7 Nights US $12,563
8998.63 ft²
11 Guests
5 Bedrooms
5 Bathrooms
House
- Hot Tub
- Fireplace/Heating
- Pool
US $1,154/Night
For 7 Nights US $8,075
1 ft²
12 Guests
6 Bedrooms
6 Bathrooms
Group Friendly
House
US $2,086/Night
For 7 Nights US $14,602
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $237/Night
For 7 Nights US $1,657
1915.98 ft²
8 Guests
1 Bedroom
3 Bathrooms
Free Cancellation
House
- View
- Parking
- Internet
US $566/Night
For 7 Nights US $3,964
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $242/Night
For 7 Nights US $1,691
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $145/Night
For 7 Nights US $1,014
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Child Friendly
US $196/Night
For 7 Nights US $1,375
Dover Luxury Rentals
8 Guests
1 Bedroom
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
Unlock the Best Price
3702.79 ft²
8 Guests
1 Bedroom
4 Bathrooms
Free Cancellation
House
- Pet Friendly
- Parking
- Air Conditioner
Unlock the Best Price
14 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $5,814/Night
For 7 Nights US $40,699
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $4,561/Night
For 7 Nights US $31,929
3800 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $4,415/Night
For 7 Nights US $30,906
16 Guests
6 Bedrooms
6 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $4,125/Night
For 7 Nights US $28,878
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $3,741/Night
For 7 Nights US $26,184
8212.86 ft²
20 Guests
8 Bedrooms
5 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- Parking
US $3,335/Night
For 7 Nights US $23,345
Dover Pet Friendly Vacation Rentals
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Pet Friendly
- Internet
US $268/Night
For 7 Nights US $1,877
796.53 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Spa
- Fireplace/Heating
- Pet Friendly
US $680/Night
For 7 Nights US $4,758
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Pet Friendly
- Kitchen
US $130/Night
For 7 Nights US $908
800 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $418/Night
For 7 Nights US $2,925
3164.59 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Pet Friendly
- Parking
- Internet
US $660/Night
For 7 Nights US $4,618
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Cottage
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $541/Night
For 7 Nights US $3,784
3164 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,045/Night
For 7 Nights US $7,315
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $326/Night
For 7 Nights US $2,283
Dover Large Vacation Homes
6100 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,988/Night
For 7 Nights US $13,919
10 Guests
1 Bedroom
5 Bathrooms
Free Cancellation
Villa
- Balcony/Terrace
- Pet Friendly
- Parking
US $1,800/Night
For 7 Nights US $12,600
8215 ft²
20 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,979/Night
For 7 Nights US $13,854
2500 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $1,092/Night
For 7 Nights US $7,642
2440 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $527/Night
For 7 Nights US $3,689
2400 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $967/Night
For 7 Nights US $6,769
12 Guests
6 Bedrooms
7 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $1,316/Night
For 7 Nights US $9,215
9 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $791/Night
For 7 Nights US $5,536
Why Choose Rent By Owner for your Dover 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 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.
Average Temperature Daytime: around 70-75°F - Nighttime: around 50-55°F
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.
Average Temperature Daytime: around 80-85°F - Nighttime: around 60-65°F
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.
Average Temperature Daytime: around 65-70°F - Nighttime: around 45-50°F
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.
Average Temperature Daytime: around 50-55°F - Nighttime: around 35-40°F
Weekly Weather Forecast for Dover
How to Book Your Dover 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 Dover
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 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
Noanet Woodlands
Pegan Hill
Peters Reservation
Chase Woodlands
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.
- Beautiful home in Wellesley's Historic district
- Boston - Norwood, Stylish Apartment
- Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment
- Lavish Boston Estate for Short or Mid Term Stays | 🏊 Pool, 🌸 Gardens, 🧑🍳Chef Available
- Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.
- World Cup Home Base: Gorgeous MCM Deck House!
2. How many vacation rentals have private pools in Dover?
There are 3 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 2026 is over 109 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?
Cancellation policies vary depending on the property listing. It's important to review the specific terms outlined in the rental description or contact the owner directly before booking to understand the refund and cancellation options available.
6. How do I ensure my reservation for a vacation rental in Dover, Massachusetts, is secure?
Bookings are secured through trusted payment methods provided by the booking platform. Confirm the property's details and communicate with the owner if needed to clarify any questions before finalizing your reservation.
7. Are there any additional fees I should be aware of when booking in this region?
Additional fees, such as cleaning, service charges, or local taxes, may apply. These will be specified in the listing details, so reviewing the total cost before completing your booking is advisable.
8. Can I modify or cancel my booking for a vacation rental in this area?
Modification and cancellation options depend on the individual property's policies. It’s recommended to check the rental’s terms or contact the owner directly for guidance on making changes to your reservation.
9. What amenities are typically included in vacation rentals near Dover, Massachusetts?
Amenities differ across listings but often include essentials like Wi-Fi, kitchen facilities, parking, and laundry. Review each property's description carefully to confirm the amenities that meet your needs for your stay in the region.
Dover Top Rated Vacation Rentals
2350 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $797/Night
For 7 Nights US $5,581
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $158/Night
For 7 Nights US $1,103
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $124/Night
For 7 Nights US $868
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $133/Night
For 7 Nights US $932
387.5 ft²
14 Guests
247 Bedrooms
7 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $452/Night
For 7 Nights US $3,165
473.61 ft²
7 Guests
132 Bedrooms
2 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $534/Night
For 7 Nights US $3,740
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $132/Night
For 7 Nights US $924
505.9 ft²
34 Guests
81 Bedrooms
5 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $265/Night
For 7 Nights US $1,858
