Homewood holiday rentals

We found 98 holiday rentals — enter your dates for availability
Discover a selection of 17 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:13 Nov - 20 Nov

Dining
Private kitchen
Living area
Exterior
Excellent
(8 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
AU$5,057
for 7 nights, 1 home
AU$722 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Bright stairway to second floor where 3 bedrooms and 2 full baths await
Open floor plan
Primary bedroom has king bed
Gourmet Kitchen with seating at the counter for 5
Exceptional
(58 reviews)

Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience

Annapolis

6% off
AU$7,085
for 7 nights, 1 home
AU$1,012 per night
includes taxes & fees
Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience
Dining and Work Space
Exterior
Main Living Area
Fully Loaded Kitchen with Island Seating
Exceptional
(13 reviews)

Uptown Annapolis - Peaceful, Sparkling, 1 Bed/1 Bath Apartment, Sleeps 3-4

Annapolis

12% off
AU$2,692
for 7 nights, 1 home
AU$385 per night
includes taxes & fees
Uptown Annapolis - Peaceful, Sparkling, 1 Bed/1 Bath Apartment, Sleeps 3-4
Kitchen Island
String lights on the patio make it the perfect place to unwind in the evening!
Kitchen with island
Dining room table
Exceptional
(20 reviews)

***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.

Annapolis

8% off
AU$7,566
for 7 nights, 1 home
AU$1,081 per night
includes taxes & fees
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
Terrace/patio
Private kitchen
Exterior
Dining
Exceptional
(123 reviews)

Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District

Annapolis

12% off
AU$1,639
for 7 nights, 1 apartment
AU$234 per night
includes taxes & fees
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
Renovated kitchen with all major appliances and supplies
Renovated kitchen with all major appliances and supplies
Stylish half-bathroom with heated floors
Guest bedroom with queen bed
Exceptional
(20 reviews)

Newly renovated in DTA w parking

Annapolis

8% off
AU$5,002
for 7 nights, 1 home
AU$715 per night
includes taxes & fees
Newly renovated in DTA w parking

  • 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

Frequently asked questions

What is the most popular type of holiday home 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. Stayz 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 home 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 Stayz holiday homes 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 Stayz 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 homes 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 homes and find your pawfect holiday home on Stayz.
What are popular home amenities in Homewood?
A barbecue grill, a garden and a fireplace are rated the most popular home amenities in Homewood. Whether you're travelling alone, with your spouse or a group of dear friends, Stayz will help you find a holiday home that matches your style with all the options you need.
Are there large group holiday homes in Homewood?
There are four holiday homes 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 homes in Homewood that welcome kids?
Homewood has eight family-friendly holiday homes. And booking a stay that welcomes children is a cinch with Stayz'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 homes with WiFi in Homewood?
Homewood has four holiday homes 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 Stayz homes make it a cinch to go online.
How can I find holiday homes with air conditioning in Homewood?
Homewood has eight holiday homes where you'll be able to relax in air-conditioned comfort. To book a stay on Stayz 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 home in Homewood?
The minimum age can vary across properties on Stayz, 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 home 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 Stayz'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.

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