Homewood holiday homes
We found 99 holiday rentals — enter your dates for availability
Discover a selection of 11 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:10 Oct - 17 Oct
Image gallery for Cute bungalow blocks to Stadium

10 out of 10 rating
Exceptional
(5 reviews)
Cute bungalow blocks to Stadium
Annapolis, Maryland
8% off
Price is NZ$12,910
NZ$1,844 per night
includes taxes & fees
Image gallery for Cozy Annapolis Cottage

10 out of 10 rating
Exceptional
(11 reviews)
Cozy Annapolis Cottage
Annapolis, MD
8% off
Price is NZ$7,023
NZ$1,003 per night
includes taxes & fees
Image gallery for Dog friendly! Next to Navy Stadium and DTA Shuttle!

10 out of 10 rating
Exceptional
(7 reviews)
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Annapolis, MD
12% off
Price is NZ$6,559
NZ$937 per night
includes taxes & fees
Image gallery for The Liberty House- Pristine Renovation with parking

10 out of 10 rating
Exceptional
(42 reviews)
The Liberty House- Pristine Renovation with parking
Annapolis, MD
8% off
Price is NZ$6,474
NZ$925 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Homewood
Showing deals for: 8 Oct - 11 Oct
Cute bungalow blocks to Stadium
Sleeps 6 · 2 bedrooms · 1+ bathroom
10 out of 10
exceptional
(5 reviews)
The current price is NZ$7,275
for 3 nights, 1 home
NZ$2,425 per night
includes taxes & fees

Spacious 5 BR house - 5 Min Walk to N-MC Stadium!
Sleeps 15 · 3 bedrooms · 3+ bathrooms
9.0 out of 10
wonderful
(2 reviews)
The current price is NZ$9,309
for 3 nights, 1 home
NZ$3,103 per night
includes taxes & fees

Marymont Cottage in awesome Annapolis walking distance to local pub!
Sleeps 6 · 4 bedrooms · 2 bathrooms
The current price is NZ$3,557
for 3 nights, 1 home
NZ$1,186 per night
includes taxes & fees

Dog friendly! Next to Navy Stadium and DTA Shuttle!
Sleeps 6 · 2 bedrooms · 1 bathroom
10 out of 10
exceptional
(7 reviews)
The current price is NZ$3,557
for 3 nights, 1 home
NZ$1,186 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value