Dover holiday rentals

We found 914 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Dover to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include a garden and hot tub. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Dover

Showing deals for:1 Jan - 8 Jan

Dining
Private kitchen
Interior
Exceptional
(98 reviews)

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Boston

8% off
AU$12,671
for 7 nights, 1 home
AU$1,810 per night
includes taxes & fees
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Interior
Exterior detail
Interior
Private kitchen
Exceptional
(6 reviews)

Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17

Newton

9% off
AU$25,560
for 7 nights, 1 home
AU$3,651 per night
includes taxes & fees
Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17
Dining Area
Dining cum pool table
Entertainment Area
Cozy Living room
Exceptional
(5 reviews)

Lux Colonial Home: Hot tub, Game Room, Home Theatre, Karaoke

Framingham

12% off
AU$5,062
for 7 nights, 1 home
AU$723 per night
includes taxes & fees
Lux Colonial Home: Hot tub, Game Room, Home Theatre, Karaoke
Interior
Private kitchen
Room
Interior
Exceptional
(6 reviews)

Luxury Furnished Home, Spa Bath + Steam Shower Wellesley

Wellesley

8% off
AU$6,846
for 7 nights, 1 home
AU$978 per night
includes taxes & fees
Luxury Furnished Home, Spa Bath + Steam Shower Wellesley
Room
Living area
Interior
Interior
Exceptional
(21 reviews)

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

Boston

8% off
AU$5,072
for 7 nights, 1 home
AU$725 per night
includes taxes & fees
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Exterior
Terrace/patio
Room
Exterior detail
Exceptional
(34 reviews)

Lovely Studio Walk to Wellesley and Babson College

Wellesley

8% off
AU$3,081
for 7 nights, 1 home
AU$440 per night
includes taxes & fees
Lovely Studio Walk to Wellesley and Babson College
Interior
Private kitchen
Living area
Dining
Wonderful
(24 reviews)

Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2

Boston

8% off
AU$5,128
for 7 nights, 1 apartment
AU$733 per night
includes taxes & fees
Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2
Room
Interior
Interior
Private kitchen
Excellent
(7 reviews)

6BR3BA w Parking Near T I Foosball & Family Space

Boston

8% off
AU$7,055
for 7 nights, 1 apartment
AU$1,008 per night
includes taxes & fees
6BR3BA w Parking Near T I Foosball & Family Space
Interior
Living area
Room
Living area
Exceptional
(79 reviews)

The Pistachio Room at TPH - Boston

Boston

7% off
AU$1,416
for 7 nights, 1 room
AU$202 per night
includes taxes & fees
The Pistachio Room at TPH - Boston
Interior
Living area
Dining
Private kitchen
Wonderful
(19 reviews)

Newly Renovated Modern Retreat l Near T

Boston

5% off
AU$5,866
for 7 nights, 1 apartment
AU$838 per night
includes taxes & fees
Newly Renovated Modern Retreat l Near T
Exterior detail
Living area
Exterior detail
Private kitchen
Very good
(19 reviews)

Pet-Friendly 3BR 2BA Boston 1st-floor Apt • Franklin Park & Red Line 5581

Boston

8% off
AU$4,333
for 7 nights, 1 apartment
AU$619 per night
includes taxes & fees
Pet-Friendly 3BR 2BA Boston 1st-floor Apt • Franklin Park & Red Line 5581
Private kitchen
Interior
Room
Living area
Exceptional
(49 reviews)

The Inn at Newton Highlands, Suite 2, Apartment-Hotel

Newton

8% off
AU$5,178
for 7 nights, 1 apartment
AU$740 per night
includes taxes & fees
The Inn at Newton Highlands, Suite 2, Apartment-Hotel
Roof top deck with city views!!
Cool Historic Details in this 1860's townhome apartment, stairs required!
Dining
Bedroom 2,
Exceptional
(47 reviews)

Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!

Boston

8% off
AU$6,933
for 7 nights, 1 apartment
AU$990 per night
includes taxes & fees
Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!
Welcome!
Dining
Interior
Great Room with 12 foot ceilings and large windows.
Exceptional
(37 reviews)

**Fresh** Modern Triplex in a Classic Boston Row House, Amazing City Views!

Boston

8% off
AU$6,961
for 7 nights, 1 apartment
AU$994 per night
includes taxes & fees
**Fresh** Modern Triplex in a Classic Boston Row House, Amazing City Views!
Interior
Living area
Exterior detail
Exterior detail
Exceptional
(10 reviews)

14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

Milton

8% off
AU$5,264
for 7 nights, 1 apartment
AU$752 per night
includes taxes & fees
14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton
Interior
Living area
Open Kitchen/Dining Area
Entrance/steps to apartment. Please note, steps required
Exceptional
(90 reviews)

Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!

Boston

8% off
AU$2,320
for 7 nights, 1 apartment
AU$331 per night
includes taxes & fees
Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!
Dining
Room
Interior
Interior
Exceptional
(80 reviews)

The Inn at Newton Highlands, boutique apartment-hotel

Newton

12% off
AU$3,805
for 7 nights, 1 apartment
AU$544 per night
includes taxes & fees
The Inn at Newton Highlands, boutique apartment-hotel
The living room is thoughtfully designed, offering a warm & inviting atmosphere.
Room
With stylish touches, cozy seating, and plenty of room to unwind
A six-seat dining table makes it perfect for meals together!
Exceptional
(5 reviews)

Family-Friendly 3BR Apartment Close to Everything

Boston

8% off
AU$4,176
for 7 nights, 1 apartment
AU$597 per night
includes taxes & fees
Family-Friendly 3BR Apartment Close to Everything
Interior
Interior
Room
Private kitchen
Exceptional
(18 reviews)

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

Boston

8% off
AU$7,092
for 7 nights, 1 home
AU$1,013 per night
includes taxes & fees
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Living area
Interior
Private kitchen
Living area
Exceptional
(15 reviews)

Spacious 3-bedroom apartment in lovely Millis with AC, WiFi

Millis

8% off
AU$1,975
for 7 nights, 1 apartment
AU$282 per night
includes taxes & fees
Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
Private kitchen
Interior
Living area
Outdoor dining
Exceptional
(30 reviews)

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Boston

7% off
AU$2,439
for 7 nights, 1 apartment
AU$348 per night
includes taxes & fees
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train
Interior
Private kitchen
Dining
Living area
Exceptional
(28 reviews)

New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

Boston

8% off
AU$4,343
for 7 nights, 1 apartment
AU$620 per night
includes taxes & fees
New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
Room
Isabella Stewart Gardner Museum, Walking distance from Inn
Open Space with Doors available for privacy between Kitchen/ Bedroom
Fort Hill Inn, Boston. Main Building forthillinn.com
Exceptional
(83 reviews)

Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center

Boston

8% off
AU$2,320
for 7 nights, 1 apartment
AU$331 per night
includes taxes & fees
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
Dining
Living area
Exterior
Room
Exceptional
(34 reviews)

Waterfront Lakehouse near Gillette Stadium, central to Boston & Providence

Wrentham

16% off
AU$6,112
for 7 nights, 1 home
AU$873 per night
includes taxes & fees
Waterfront Lakehouse near Gillette Stadium, central to Boston & Providence

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Lively Dover will entice you

Enjoy the area's opera, entertainment and theatre scene with a rental holiday home in Dover. Renowned for its basketball games, horse riding and forests, this city welcomes all visitors. Gillette Stadium and Fenway Park are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Dover

Are you searching for top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Dover has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Encore Boston Harbor (15 mi / 24.2 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (2.6 mi / 4.2 km)
  • The Skating Club of Boston (6.5 mi / 10.4 km)
  • Fun and Games Family Entertainment Center (6.9 mi / 11 km)
  • Blue Hills Ski Area (8.8 mi / 14.1 km)
  • Samuel Adams Brewery (10.3 mi / 16.7 km)

Exploring the natural features in Dover

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Dover is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (13.4 mi / 21.6 km)
  • Copley Square (12.8 mi / 20.6 km)
  • Boston Harbor (14.4 mi / 23.2 km)
  • Cochituate State Park (6.5 mi / 10.5 km)
  • Chestnut Hill Reservoir (8.9 mi / 14.3 km)
  • Arnold Arboretum (8.9 mi / 14.3 km)

Travelling to and around Dover

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 6.7 mi (10.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 15.1 mi (24.2 km) away.

Frequently asked questions

What is the best area to stay in Dover when booking a holiday rental?
When considering a holiday rental in Dover, Massachusetts, the best area to stay is the picturesque neighbourhood surrounding the town centre. This area offers a charming blend of rural beauty and convenient access to local amenities. You will find a selection of lovely properties, ideal for families or those seeking a tranquil retreat.One of the great attractions nearby is the historic Hale Reservation, which provides a fantastic opportunity for outdoor enthusiasts to explore hiking trails, picnic areas, and stunning natural scenery. Additionally, the town's proximity to the scenic Charles River offers delightful opportunities for kayaking and enjoying the serene waterside views.Staying in the town centre also puts you within reach of local shops and eateries, allowing you to savour the community's welcoming atmosphere.
What is the most popular type of holiday rental accomodation in Dover?
In Dover, Massachusetts, holiday houses and cottages are the most popular types of holiday rentals, with several available throughout the area. These properties often feature spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable home away from home. Many rentals also include outdoor spaces, such as gardens or patios, where guests can relax and enjoy the serene surroundings.
Are there any family house rentals in Dover?
In Dover, Massachusetts, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The neighbourhood is known for its spacious properties, often featuring large gardens and ample living areas superb for family gatherings. Many homes come equipped with full kitchens, allowing guests to prepare meals together, as well as comfortable dining spaces for family meals.Visitors will appreciate the proximity to nearby attractions such as the picturesque Dover Town Forest, which offers trails for hiking and exploring the natural beauty of the area. Families can also enjoy local parks, which provide playgrounds and open spaces for children to play.
Are there any remote work holiday rentals in Dover?
In Dover, Massachusetts, there are several remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties come equipped with amenities designed for productivity, such as free Wi-Fi, dedicated laptop workspace, and comfortable desks in the rental units. Additionally, public areas often provide complimentary internet access, ensuring that you can stay connected during your stay.Dover is a charming town with a serene environment, surrounded by beautiful nature, parks, and trails, providing a peaceful backdrop for remote work. The local area has a variety of outdoor recreational opportunities, including hiking and cycling, which can be enjoyed during breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Dover?
In Dover, popular rental amenities typically include balconies, fireplaces, and fully equipped kitchens, allowing guests to enjoy a comfortable home-like experience. Many properties also feature arcade game rooms, ideal for families or groups looking for entertainment during their stay. Additionally, rentals often provide a selection of books for those who prefer a quiet reading corner.
When is the best time to visit Dover for a holiday rental?
The most popular time to visit Dover is during the summer months, from June to August, when families and outdoor enthusiasts flock to the area for its vibrant setting and plethora of activities. June, in particular, is ideal for those looking to enjoy warm weather and the beauty of nature, with temperatures typically ranging from 15 to 30 degrees Celsius. This month sets the stage for a variety of outdoor adventures, including hiking in nearby parks and enjoying picnics by the scenic Charles River.As the peak season progresses into July and August, you'll find a lively community spirit with numerous local events and festivals taking place. This is a great time for those who enjoy socialising with fellow travellers or indulging in community experiences.If you're considering a more budget-friendly option, November presents a wonderful opportunity to explore Dover without the summer crowds. The fall season offers a stunning display of autumn colours, great for leisurely walks and enjoying the crisp air.Ultimately, whether you're drawn to the bustling summer months or the tranquil charm of late autumn, Dover has something special to offer.
What are the top attractions in Dover?
In Dover, Massachusetts, visitors can enjoy a blend of natural beauty and historical charm. The town is known for its scenic landscapes, making it ideal for outdoor enthusiasts. Chickering Pond offers tranquil settings for fishing and kayaking, while the nearby Hale Reservation provides extensive hiking trails and opportunities for picnicking amidst nature.For those interested in history, the Dover Historical Society showcases the town's rich heritage, featuring exhibits and events that highlight local history. The picturesque countryside is complemented by historic homes and estates, which add to the area's quaint charm.
Are all fees included in the Dover holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Dover holiday homes with parking?
Stayz offers a wide selection of holiday homes in Dover with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Dover holiday homes?
You can find great discounts on holiday homes in Dover on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Dover holiday home booking on Stayz?
To find Dover holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Dover?
A long-stay holiday home in Dover is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Dover holiday home?
Book your Dover holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Dover?
Prices for holiday homes in Dover vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Dover to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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