Hillsmere Winter Rentals & Holiday Homes
Discover winter rentals Hillsmere - We found 403 exact matches
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About Hillsmere Winter Rental on PickleTrip
Planning on a winter vacation in Hillsmere? Discover 403 places to stay in Hillsmere, for those traveling with their family, friends, in groups, or for a wedding retreat.
At PickleTrip™, we have a wide range of listings for accommodations in Hillsmere, MD that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. PickleTrip™ winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Hillsmere winter accommodation starts at US $676, and the most popular properties in Hillsmere are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, PickleTrip will make your winter trip memorable.
PickleTrip™ offers a great deal for travelers planning on renting a place in Hillsmere, to enjoy these benefits and to book your winter vacation homes, go to PickleTrip™ filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Hillsmere and unlock even more amazing deals.
Frequently Asked Questions About Hillsmere Winter Rentals
There are a lot of options in Hillsmere. If you plan on staying in the Hillsmere area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Hillsmere:
- Spacious Converted Carriage House in Historic District near USNA
- BY THE BAY
- South River Retreat- Go Navy!
- Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- Stunning Waterfront Cottage with Breathtaking Views!
- Charming Historic Annapolis Home With Two Off-street Parking Places!
- Renovated Apt In Historic Dist w 2 Parking Spots
- The Yellow Cottage on Harness Creek
- Upscale home with parking for 4 cars in driveway. Walk to downtown.
- Spacious Converted Carriage House in Historic District near USNA
- Anchors Away Abode
- Inn at Horn Point
- BY THE BAY
See all pet-friendly vacation rentals in Hillsmere on PickleTrip
About 403 holiday rentals in Hillsmere boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include: