Boat holiday rentals in Appalachian Mountains

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Top-rated boat rentals in Appalachian Mountains

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Guest favourite

Boat

5 out of 5 average rating, 36 reviews

"Easy Times" Amazing Sunsets and 360 water views

Enjoy unobstructed water views and amazing sunrise. Located just off the Intercoastal waterway. Make your Outer Banks stay the most memorable one yet. This spacious 44ft boat has multiple decks perfect for watching marine life, sunsets, and catching some rays. Shallowbag bay marina is centrally located , close to restaurants, shops, art, music, water sports, and more. In addition to the views there is a pool, gym, restaurant, and billiard for your added enjoyment. Come aboard the Easy Times!

Guest favourite

Tiny home

4.96 out of 5 average rating, 200 reviews

*Tiny LakeView Cottage* ATV trail to lake~Kayaks

We welcome your fur babies!! ATV trail to lake! Ice maker! Coffee! Adorable tiny house with two decks & bonfire pit overlooking Lake Cumberland! It is located in Monticello, Ky, in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. On a dead end street, so very peaceful. Also has an ATV trail to lake!! Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

Superhost

Boat

4.86 out of 5 average rating, 159 reviews

40’ SAILING YACHT-private marina/secure in slip/AC

Welcome Aboard! Our beautiful & spacious 40-foot sailboat will be a unique, salt-life experience to remember! She's got 2 cabins and is docked in a private marina w/ electricity, AC/heat, kitchen & more. You'll have access to amazing sunrises and sunsets, kayak, marina access, beach supplies, etc. Great location for beach access and local activities. Sailing charters can be arranged for addt’l fee. Ideal for couples or small family (5 max). PETS approved case-by-case basis for extra fee.

Guest favourite

Boat

4.95 out of 5 average rating, 116 reviews

2BR Spacious Yacht - Heat & AC - On Freedom Trail

Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

Guest favourite

Boat

4.94 out of 5 average rating, 375 reviews

Stay aboard the S/V MY STUDIO on Annapolis Harbor

Discover life aboard a comfortably equipped sailing yacht. Great for couples on a weekend getaway, and child friendly for families looking to include their little pirates. Hands down this is a wonderful way to visit Historic Annapolis and Naval Academy. We love the opportunity to share our boat, and help create a memorable vacation. Weather permitting, Private Sailing Cruises can be arranged during your stay for an additional charge. Cheers, and I look forward to welcoming you aboard.

Guest favourite

Boat

4.9 out of 5 average rating, 125 reviews

Nebi—Private Yacht on Scenic Damariscotta River

With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Guest favourite

Boat

4.9 out of 5 average rating, 192 reviews

Yacht in Tobermory

NEW FOR 2025, the Yacht has Air Conditioning! A vintage private 30 foot Cruiser with a teak & mahogany wood trimmed cabin. Its' docked in Tobermory's BIg Tub Harbour. Two berths sleep 2 each. Full galley. Linens and towels provided. It is disinfected before your arrival. Its private and self contained. This accommodation is for the boat at the dock only. It does not include driving the boat or use of the cottage property. The boat is a non smoking area.

Guest favourite

Boat

4.88 out of 5 average rating, 34 reviews

Sailboat Experience in Annapolis

Choosing this C and C 33 sailboat for your stay is opting for an experience over extravagance. It's about immersing yourself in the rhythm of the sea, understanding the sailor's way of life, and cherishing the simple joys that come with it. This is a sailboat and is like a camping experience in the water with peaceful and beautiful surroundings. Perfect for solo travelers, couples, or small groups, this sailboat promises a stay that's both unique and unforgettable.

Guest favourite

Boat

4.99 out of 5 average rating, 103 reviews

Houseboat “Island Time”

This very spacious Catamaran Cruiser feels more like a cottage than a houseboat. It is well-appointed with everything you’ll need for a stress-free getaway. Within walking distance, you will find great restaurants, bars, a museum, an art gallery, book store, coffee shop, salons, bakery, and gyms. This location is perfect for day trips to the OBX Waterpark etc, which is only 35 minutes away by car. This stay is sure to be a check off your bucket list!

Guest favourite

Boat

4.92 out of 5 average rating, 178 reviews

"LADY JANE" - 34' Yacht, Walk to beach

Ahoy! Stay aboard the "Lady Jane", a spacious one bedroom Trawler with the best views of the ICW sunsets. Sleeping accommodations include a wide V-Berth, a pull out couch and convertible table. Enough room to comfortably sleep 4 guests. TONS of storage! Freeman Park Beach and the High/Low Tide Bar are just a short 10 minute walk. Marina amenities include updated bathrooms, laundry, and grills. Boardwalk area of Carolina Beach is a 5 min drive away!

Superhost

Home

4.86 out of 5 average rating, 42 reviews

Waterfront Escape Near Annapolis

A perfect getaway in a quiet neighborhood with access to Whitemarsh Creek, Rhode River & Chesapeake Bay. Beautiful horse barn on site available for rainy day activities such as corn hole and an amazing pool. Located on the Mayo Peninsula & just a few minutes away from access to beach & nature parks, marinas, & fishing piers. London Town & Gardens is a 12 minute drive from the property. 12mi from the ICONIC MD Renaissance Festival!

Superhost

Boat

4.85 out of 5 average rating, 121 reviews

Vessel: Irish Mist V - 32' @ Reefpoint E5-3

Enjoy Marina life at Reefpoint Marina. Close to the beach and on the water. The “Irish Mist” can sleep up to 4. There are two Staterooms- Sleeps 2 each. Enjoy beautiful sunsets and sunrises, a cool lake breeze, and star gazing at night. Amenities include hot showers, a heated pool with two hot tubs (Seasonal) , gas grills and a patio, a ships store, and laundry facilities.