Vacation rentals in Red Point

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Top-rated vacation rentals in Red Point

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Guest favorite

Townhouse in Rising Sun

4.8 out of 5 average rating, 130 reviews

Small Town Vibes

Relax during your stay in a fully remodeled town home in the center of Small Town Rising Sun MD! There is so much to offer with the location and renovations of this town home… Local coffee shops, Grocery Store and restaurants in walking distance to quaint historical downtown Main Street. Also many actives are in the area like Ripken Stadium, an art studio and so much more! WiFi and basic necessity’s will always be included during your stay. We welcome you to come stay and relax while visiting!

Jan 25 – Feb 1

G$24,822 GYD per night

Guest favorite

Guest suite in Forest Hill

5.0 out of 5 average rating, 110 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Feb 13 – 20

G$21,368 GYD per night

Guest favorite

Cottage in North East

5.0 out of 5 average rating, 47 reviews

Cozy Cottage on the Chesapeake with Hot Tub

This modern cottage is set on a bluff overlooking the bay and is great for your quiet romantic or family trip in all seasons. Minutes from I 95. Great fishing, restaurants, antiquing, cinema, tax free shopping, bicycling, hiking, Elk Neck State Park and casinos all within 15 miles of the house. Fully equipped kitchen. All clean linens and towels provided. Open floor plan. Lovingly appointed. High ceilings, lots of local art. Huge front deck, patio in rear. Private beach 5 min walk down street.

Mar 28 – Apr 4

G$81,526 GYD per night

Guest favorite

Home in Rising Sun

4.95 out of 5 average rating, 239 reviews

Home Away from Home in Rising Sun, MD

PLEASE READ: Children under 12 years of age are not suitable for this home. Check in:3-8pm can be flexible to fit your schedule.Check out: 11am This home has a living room, kitchen and dining area, two bedrooms and a full bath. No pets! THE THIRD BEDROOM is a master suite that can be added for an ADDITIONAL CHARGE. It includes a living area, queen bed, bathroom and kitchenette. Ask for more details. This home is very comfy and has a history room from family collectibles dating back to 1854.

Jul 14 – 21

G$28,977 GYD per night

Guest favorite

Apartment in Havre de Grace

5.0 out of 5 average rating, 139 reviews

Mid Century 2 Bedroom at JoRetro with a King Bed

Enjoy a newly renovated mid-century modern apartment in the heart of downtown Havre de Grace, located above our shop, JoRetro Vintage Market. We currently have 3 units to choose from. We have decorated this suite using the 1945 Pyrex Primary bowls for design inspiration. Find luxury amenities and authentic Vintage items throughout the apartment, including Pyrex! Walk to restaurants and unique shops. Visit the lighthouse and museums. Enjoy a show at the Opera House or the State Theater.

Mar 22 – 29

G$33,514 GYD per night

Guest favorite

Home in North East

4.95 out of 5 average rating, 74 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. There are 4 bathrooms, 2 living rooms, dining area & hot tub - all with views of the bay. Wrap around decks on multiple floors, 1.5 acres, and the community sandy beach across the street for strolling & relaxing. This property can be rented out for events by contacting owner.

Sep 27 – Oct 4

G$182,794 GYD per night

Guest favorite

Cottage in North East

4.97 out of 5 average rating, 436 reviews

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.

Dec 10 – 17

G$24,126 GYD per night

Guest favorite

Home in Charlestown

4.96 out of 5 average rating, 25 reviews

Catching Sunsets on the Bay

Come and enjoy this brand new home, built for making memories on the Chesapeake Bay! Our spacious 3 bedroom, 2.5 bath is perfect for your next getaway. Our cozy, yet modern home is within feet of the Northeast River where you can take in the beautiful views, go kayaking, swimming or boating, or take a 12 minute drive to the new Great Wolf Lodge! Our home is perfect for couples or families as we have games, toys, and a pack n play if needed!

Jan 25 – Feb 1

G$35,221 GYD per night

Guest favorite

Cottage in North East

4.94 out of 5 average rating, 279 reviews

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.

Nov 14 – 21

G$20,462 GYD per night

Guest favorite

Apartment in Rising Sun

4.97 out of 5 average rating, 197 reviews

Cross Keys Tavern

Built in 1744, this lovely home is the perfect country getaway. Cozy apartment in a historic property located in the little town of Calvert. Huge master bedroom with plenty of relax room. Private entrance with plenty of parking. Six miles from Fair Hill Natural Resources Area and a golf course practically in the back yard.

Sep 20 – 27

G$29,812 GYD per night

Guest favorite

Guest suite in North East

4.92 out of 5 average rating, 12 reviews

1 Bedroom Apartment @Cool Springs

Newly constructed ground floor (basement) 1 bedroom, 1 bathroom walk-out apartment, located in Charlestown, MD; a stone's throw away from the Charlestown Marina! The property is part of a newly developed residential neighborhood that is a short distance to local dining, shopping, and gorgeous views of the North East River.

May 1 – 8

G$18,767 GYD per night

Guest favorite

Apartment in Chesapeake City

4.93 out of 5 average rating, 141 reviews

Bohemia Vista CC Horse Farm Apartment

Comfortable and private, 10 minutes from Chesapeake City This private apartment comes with a basic kitchen, private bedroom with king sized bed, common area twin bed, sitting area, bath with a jacuzzi tub, and expansive views of farmland and horses. Private entrance and use of private laundry room included.

Nov 16 – 23

G$27,309 GYD per night