Holiday rentals in Red Point

4.98 out of 5 average rating, 568 reviews

Cottage in North East

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

4.94 out of 5 average rating, 176 reviews

Cottage in Charlestown

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and a PERFECT spot for a romantic couples getaway! honeymoon/celebrations Designed with that in mind, it has a hot tub,kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed,a chandelier & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower, is complete with luxury linens, cozy robes & soft towels

4.99 out of 5 average rating, 122 reviews

Home in Perryville

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

4.96 out of 5 average rating, 113 reviews

Red Point Lighthouse

Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

Guest suite in Peach Bottom

5 out of 5 average rating, 114 reviews

Conowingo Creek Casual

Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm, with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

4.83 out of 5 average rating, 363 reviews

Home in Elkton

Cozy Cottage Elkton North East 3bed 2 bath Patio

Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark & UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio t w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc.

5 out of 5 average rating, 112 reviews

*SHELTER COVE * 3BR home by 2 marinas * Boat Slip*

Between 2 marinas, Shelter Cove is a rancher with an in-ground pool (open from May until September) Spend time on the North East River or exploring the local shops museums and wineries. You can unwind beside the cozy fireplace in the DR, or sit out on the deck. Each of the 3 BRs has a full bath, TV, & individual climate control for your comfort. There is room to park your boat, or dock it in the slip provided at the marina down the road.

4.95 out of 5 average rating, 360 reviews

Cottage in North East

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

Townhouse in Port Deposit

4.96 out of 5 average rating, 218 reviews

Quarry Landing *River View* in Port Deposit

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

4.98 out of 5 average rating, 149 reviews

Flat in Havre de Grace

Mod Downtown One Bedroom at JoRetro

Enjoy a nostalgic retreat at our renovated mid-century modern apartments in downtown Havre de Grace, situated above JoRetro. Choose from four retro decorated units, each inspired by an iconic Pyrex design. Relax on the queen-size canopy bed, with luxury linens, and enjoy retro and vintage items, including Spring Blossom Pyrex. Explore a variety of restaurants and shops.

4.93 out of 5 average rating, 264 reviews

Cottage in Port Deposit

The River Cottage

Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.

Guest house in Havre de Grace

4.89 out of 5 average rating, 277 reviews

Studio apartment with off street parking

Private studio apartment just minutes away from the mouth of the Chesapeake Bay. Visiting our small town of Havre de Grace for a wedding or a local event, choose to relax in our sports themed comfortable home away from home. Havre de Grace has a lot of wonderful events, shops and restaurants to offer, and you will be just steps away from them.

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Other great holiday rentals in Red Point

5 out of 5 average rating, 7 reviews

Riverfront Haven @ Hances Point

JoshuaRating, 5 stars5 days ago

We had a great trip! Spent the afternoon playing corn hole provided by Dan and spent the evening around the fire pit telling old stories from our childhood. This is a great spot if you’re looking to get away and find peace of mind. Thanks Dan! We will be back

4.91 out of 5 average rating, 47 reviews

Home in Charlestown

The Sunset House

JoshuaRating, 5 stars1 day ago

Suzanne was awesome! She was very responsive & helpful on any questions or concerns I had while staying at her beautiful home the last 2 weeks, we will definitely be back!

5 out of 5 average rating, 81 reviews

Home in Quarryville

*Woodland Chalet* Hot Tub - Fire Pit - Grill

CharlesRating, 5 stars2 weeks ago

We had a wonderful time and will definitely return sometime in the future

5 out of 5 average rating, 11 reviews

Cabin in Delta

Creekside Cabin | Sauna&Fire Pit

BrookeRating, 5 stars2 days ago

A beautiful place for a quiet get away! Everything was perfect— it is so cute inside and out! 😊

5 out of 5 average rating, 14 reviews

Waterfront Paradise on the Bay

MindyRating, 5 stars5 days ago

Brooke's house was a wonderful place for a girls' trip in between NYC and DC. The house is beautiful, comfortable, and very well equipped. There is a beautiful view of the bay, and the neighbors are friendly. The house comfortably slept five adults and could sleep more. There are also great spaces for kids. We particularly enjoyed the hot tub, barbeque, and front porch. Brooke was very responsive, allowing us a late check out and answering other questions. The only downside--which is not a flaw of the house--is that the community's swimming area is under construction so was less peaceful than we imagined. We would definitely return!

4.88 out of 5 average rating, 60 reviews

Cabin in North East

Bayview Cottage

SherylRating, 5 stars9 months ago

With a family wedding in the area, Kerry's cottage was the perfect place for our stay. The area is so beautiful & this home provides an opportunity to enjoy it. Kerry quickly responded & was a huge help when one of our kids left their suit pants behind.