Vacation rentals in Love Point

4.96 out of 5 average rating, 408 reviews

Cottage in Annapolis

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

4.93 out of 5 average rating, 278 reviews

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Enjoy your vacation in this Stylish Coastal-Country 3+ Bedroom Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups. We are conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets Parties & 14 max guests. Book Today!

4.89 out of 5 average rating, 205 reviews

Apartment in Grasonville

Halcyon house. Lovely views on MD eastern shore.

This charming apartment is located on the Chester river on Maryland's Eastern Shore. The wildlife is abundant and generally very active. The sun rise and sunsets can be spectacular. The property is 20 minutes from Annapolis and 50 minutes from DC. The newly renovated apartment has all new appliances and a well stocked kitchen with many herbs and spices, condiments, coffee, tea, cream and sugar etc. The 8 mile long Cross Island Trail starts a block from the house and leads to some restaurants.

4.96 out of 5 average rating, 671 reviews

Guest suite in Arnold

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

4.94 out of 5 average rating, 176 reviews

Guest suite in Arnold

Coastal Comfort Suite Near Annapolis, Hottub, EV

Hot tub is open for the season. Pool will be open May 12 through Labor Day weekend. Ideal for a couple's retreat, this king suite guest room has a massive bedroom with a seating area, mounted TV, and coffee bar with microwave/mini-fridge. An ensuite bathroom provides a luxurious shower with dual shower heads and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

Houseboat in Kent Narrows

4.97 out of 5 average rating, 152 reviews

Cass-N-Reel Luxury Houseboat

Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

4.94 out of 5 average rating, 178 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

4.98 out of 5 average rating, 104 reviews

Home in Annapolis

Hot Tub Haven: Annapolis Backyard Oasis

A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

4.99 out of 5 average rating, 116 reviews

Kent Island Waterfront Home with Amazing Sunsets

Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

4.9 out of 5 average rating, 290 reviews

Guesthouse in Annapolis

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

5 out of 5 average rating, 236 reviews

Guest suite in Annapolis

Cape St Claire waterfront getaway "The Apartment"

This is a private over the garage apartment located in Cape St Claire, about 5 miles from downtown Annapolis, 2 miles to the Bay Bridge. Private entrance, on site parking, 1- 2 guests. We encourage our guests to enjoy the large back yard patio with magnificent views of the Magothy River and Chesapeake Bay ! Approximately 30 miles to Washington, and Baltimore. 30 minutes to BWI airport. TV and internet. A community beaches just a short walk away. ADULTS ONLY, NO SMOKING, NO PETS.

Guesthouse in Stevensville

4.99 out of 5 average rating, 279 reviews

Waterfront Getaway - View of bay from your bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

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Other great vacation rentals in Love Point

5 out of 5 average rating, 29 reviews

1969 Brick Rancher - Kent Island

ShreyRating, 5 stars3 weeks ago

Matthew’s home was very comfortable for our group’s weekend trip to Kent Island. We had everything we needed and place was very well decorated and maintained. Thank you!

5 out of 5 average rating, 33 reviews

Home in Rock Hall

1-Particular Harbor: A Coastal Oasis!

ChrisRating, 5 stars4 days ago

Probably the cleanest rental I have ever stayed in. Pleasant, helpful host... Great layout for multiple groups, especially if you have kids, given that the two living spaces are separate - we could do TV in one, read&music in the other, etc.. very, very comfy beds. Rock Hall was fun, as was the neighboring town of Chestertown.. multiple options for amazing live crabs, but our favorite was Clarks, about 15 minute drive away .. Try Flying Decoy (walking distance) for great burgers and pasta, Harbor Shack for okay food and a great, laidback vibe on the water.. The only thing I hesitated on was to do 4 or 5 stars for 'location', because you're over a mile from the little beach, which we enjoyed a few days during our stay... but given you can walk into town for ice cream, donuts and the main market and how reasonably priced the house considering how big and comfortable is, we thought 5 stars across the board was warranted. We look forward to visiting again in the future. THANK YOU GREG!

Home in Rock Hall

5 out of 5 average rating, 4 reviews

Chesapeake Bay Retreat W/Breathtaking Views

MichelleRating, 5 stars1 month ago

We had an amazing stay! The house was beautiful, clean, and super comfortable and the views were absolutely breathtaking. Everything was just as described, if not better. Joeanna was a great host and made everything easy. We’d definitely love to come back

Guesthouse in Grasonville

4.9 out of 5 average rating, 230 reviews

Eastern Shore Charm on Winchester Creek

CharlieRating, 5 stars1 week ago

Great host! Friendly and made us feel at home. Had tons of complimentary snacks and drinks, and gave us free muffins that were amazing.

5 out of 5 average rating, 5 reviews

Bay Bliss House

IanRating, 5 stars1 week ago

Beautiful property and well maintained. Unique views and plenty to do when the weather is not so good. Great proximity to Annapolis and the Eastern Shore and plenty of great dining spots on the water.

4.95 out of 5 average rating, 95 reviews

Guest suite in Annapolis

Annapolis Garden Suite

StacyRating, 5 stars1 week ago

Thank you for sharing your beautiful home and charger lol with us ! We will book again

5 out of 5 average rating, 15 reviews

Gable’s Landing on the River.

TylerRating, 5 stars9 months ago

Immaculate and perfect....look no further if you are searching for a house on Kent Island. We were in town for a wedding and this AirBnb was beyond ideal. Spotless and clean, tasteful decor, and waterfront. All exactly as advertised, but looks even more picturesque in person. We really enjoyed being waterfront on the dock enjoying the mornings and evenings in peace. Highly recommend - it was difficult to leave!