Homewood holiday rentals

We found 91 holiday rentals — enter your dates for availability

Discover a selection of 19 homes and other holiday rentals in Homewood that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Homewood

Showing deals for:3 Jul - 10 Jul

Image gallery for Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Living area
9.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Annapolis

11% off
Price is S$6,544
for 7 nights, 1 home
S$935 per night
includes taxes & fees
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Find spaces that suit your style

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    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Homewood?
According to our data, houses are the most in-demand type of holiday property in Homewood. But naturally, everyone's idea of an epic stay can differ. Vrbo has holiday homes with every shape, size and budget in mind, and we'll help you locate your perfect match.
How much does it cost to rent a holiday rental in Homewood?
Season, length of stay and property type are some of the conditions that can affect the price of a holiday home. Simply click on your dates of travel to find your ideal fit. From quaint country cottages to sprawling villas, all Vrbo holiday rentals offer unbeatable value.
How much does it cost to rent a beach house in Homewood?
Prices for beach houses in Homewood vary depending on the style and size of the property and time of year you're travelling. Just enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filter tool to refine your search results by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday rentals in Homewood?
With eight properties that allow pets, your furry companion can also come along on your Homewood holiday. Use our filter tool to search our pet-friendly holiday rentals and find your pawfect holiday home on Vrbo.
What are popular rental amenities in Homewood?
A barbecue grill, a garden and a fireplace are rated the most popular rental amenities in Homewood. Whether you're travelling alone, with your spouse or a group of dear friends, Vrbo will help you find a holiday rental that matches your style with all the options you need.
Are there large group holiday rentals in Homewood?
There are four holiday rentals in Homewood that can sleep 10 or more people. Whether you're organising a family trip or an event like an anniversary, there's plenty of room to get your group together under one roof.
Are there holiday rentals in Homewood that welcome kids?
Homewood has eight family-friendly holiday homes. And booking a stay that welcomes children is a cinch with Vrbo's "Properties good for families" filter. Besides having the entire place to yourselves, you'll also get conveniences and perks such as living rooms, full kitchens and private pools.
What are the top attractions for families in Homewood?
Keeping the kids amused during your Homewood holiday is a snap with these awesome family-friendly attractions:

  • Annapolis Maritime Museum
  • Sandy Point Beach
  • Annapolis Sailing School

Are there holiday rentals with WiFi in Homewood?
Homewood has four holiday rentals with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Vrbo homes make it a cinch to go online.
How can I find holiday rentals with air conditioning in Homewood?
Homewood has eight holiday rentals where you'll be able to relax in air-conditioned comfort. To book a stay on Vrbo that offers this perk, enter your desired travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Homewood?
The minimum age can vary across properties on Vrbo, so double-check the rules of the holiday home in Homewood you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Homewood for?
It all depends on the Homewood property. To look at a list of options offering extended stays, simply type your travel dates and number of people into Vrbo's search page. Look forward to having the whole property to yourself, as well as comforts such as a full kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.