Perry Point Holiday Rentals

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Holiday Rentals in Perry Point

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (94)
"Cute, up-to-date house, peaceful location, beautiful views. Well supplied kitchen, including sharp knives! Excellent communication with owner – prompt and helpful. Fast internet. Could use more bathroom surface areas; a few more hooks to hang clothes and towels; and an additional umbrella or two outside for shade. My mom, sister, and I thoroughly enjoyed our stay."
Waterfront house with amazing views. Top of the Chesapeake
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
10.0 out of 10, Exceptional, (51)
"The house is roomy and was clean and well stocked."
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (33)
"Super clean and beautiful views across the bay."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (99)
"We all enjoyed the comforts of this home while visiting my daughter at college. Will definitely be back to stay!"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Beautiful Colonial Style Home in Nottingham PA
9.8 out of 10, Exceptional, (6)
"Loved the preserved historic quality of the property. So tastefully furnished and lovely. Nice and quiet neighborhood. The exposed beams certainly let you know when someone was in the room over your head but so worth it for the character."
Beautiful Colonial Style Home in Nottingham PA
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
10.0 out of 10, Exceptional, (74)
"The property and Sue are amazing! Perfect weekend getaway. 10 out of 10!! "
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (8)
"Property was clean and close to everything in Chesapeake City"
The price is AU$789
includes taxes & fees
7 Nov - 8 Nov
Historic Chesapeake City Stay
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.6 out of 10, Exceptional, (35)
"This house had the most amazing views and was clean and tidy. It was perfect for us and the dogs. The yard was clean and mowed and provided plenty of room for frisbee play which is part of my german shepherd's job. The kitchen was very adequate for our needs! As expected, the upstairs bedrooms were "historic" and the staircase was steep also "historic". The showers were perfect. We had a great visit and would love to come back here!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Chesapeake City Quiet Overlook
10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook
BEACH WITHOUT THE BUSTLE
10.0 out of 10, Exceptional, (26)
"Good time and the condo was super."
BEACH WITHOUT THE BUSTLE
Be persuaded to experience this vintage cottage by the Sassa
9.4 out of 10, Exceptional, (8)
"We had one of the best vacations ever. Our 9 and 7 year old grandchildren wanted to live there forever! We had a beautiful house and access to the outdoor spaces including a dock for gishing, crabbing and swimming. We were able to make smores over a great fire pit and enjoyed phenominal sunsets from a sitting area overlooking the river. Gene and Suzie, the hosts were on-site and so warm and welcoming. Our every need was met immediately. We will definitely be vacationing at Gregg Neck Cottage...
Be persuaded to experience this vintage cottage by the Sassa
River Haven with Hot Tub | 4 Bed, 3.5 Bath
9.8 out of 10, Exceptional, (22)
"Very secluded and a great house for a family reunion."
River Haven with Hot Tub | 4 Bed, 3.5 Bath
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.4 out of 10, Exceptional, (22)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
9.6 out of 10, Exceptional, (55)
"Super cute house in a quiet neighborhood(unless the fire department has a call. It is right around the block.) Really enjoyed our stay. Just be warned, the stairs to the upstairs are not for someone older. They are a bit steep and narrow."
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (40)
"Very quaint and cute cottage really enjoyed sleeping on the porch , The sound of the waves because it was windy was so soothing. I felt We were on a sailboat."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Private Carriage House Retreat on a 33 Acre Historic Working Estate
10.0 out of 10, Exceptional, (11)
"Place was great !"
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.
9.8 out of 10, Exceptional, (86)
"We had a group of three families ranging from 4 year old to 40 year old. Everyone had such an amazing time. This property was very well maintained and functional. The host were very responsive. If you are looking for a weekend gateway in the Chesapeake bay, I highly recommend this property. You won’t regret! "
Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (134)
""Oh, down in Chesapeake Catching rock around fishing creek The soft-shell crabs play hide and seek Down in Chesapeake." We LOVE the Chesapeake area and have stayed up and down the bay, mostly midway and lower. This area on the upper bay is so close to Philadelphia and, although there are tourists around like us, it doesn't feel touristy unless you go into North East, downtown (which is still worth eating a meal or getting ice cream in that cute little town)! Our stay felt private, and we had...
The price is AU$1,004
includes taxes & fees
4 Nov - 5 Nov
Top of the Chesapeake - Minutes from Historic Charlestown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Perry Point you may be interested in

Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
7.2 out of 10, Good, (1012)
"I really enjoyed my stay and had no issues! "
The price is AU$86
includes taxes & fees
25 Nov - 26 Nov
Quality Inn & Suites Bel Air I-95 Exit 77A
Red Roof Inn & Suites Newark - University
2.0 star property
5.6 out of 10, (1013)
"Hotel is not bad however there are people living there who seem to want to tell you about the hotel etc and also other locations serve continental breakfast this one doesn’t "
The price is AU$125
includes taxes & fees
4 Nov - 5 Nov
Red Roof Inn & Suites Newark - University
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2.5 star property
8.2 out of 10, Very good, (1005)
"We stop here every time we go north or head south. It’s easy off and on 95 and it’s clean "
The price is AU$106
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Perry Point?

Yes, there are holiday rentals close to the most popular sights in Perry Point, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Perry Point has to offer?

Waterfront house with amazing views. Top of the Chesapeake: This holiday home rental outside of Perry Point is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Perry Point?

While exploring the area, visit family-friendly sights like Havre de Grace Maritime Museum, or get outside and enjoy nature at Susquehanna State Park. Concord Point Lighthouse and Havre de Grace Decoy Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Perry Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Perry Point. Holiday rentals feature extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.