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Places to stay near Gerry Boyle Park

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Top-rated vacation rentals near Gerry Boyle Park

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A cozy living area features a dark leather sofa and two blue chairs arranged around a round coffee table. Soft lighting is provided by stylish lamps on both ends. Framed artwork lines the walls, and natural light streams through the curtains.

Apartment in Cambridge

4.9 out of 5 average rating, 140 reviews

Little Slice of Cambridge. 2 bedroom, pet friendly

You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

The vintage A-frame home is nestled amongst trees, featuring a deck with a canopy in the foreground. A stone path leads to the entrance, where large windows allow for ample natural light. The surrounding landscape is adorned with greenery and decorative plants.

4.93 out of 5 average rating, 215 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Top guest favorite

The little house is nestled in a serene rural setting, surrounded by greenery and farmland. A gravel pathway leads up to the front door, flanked by simple flower pots. The landscape features open fields in the background, enhancing the peaceful ambience.

Tiny home in Cambridge

4.98 out of 5 average rating, 210 reviews

The Little House on the Farm, Water Access

Peaceful, Quaint & located on the Little Blackwater River, & 1.5 miles from the Blackwater National Wildlife Refuge & The Harriet Tubman Underground Railroad State Park & Museum. A bird watching, kayaking, and bicycling paradise awaits. Perfect for a couples retreat, girls getaway or a solo vacation to relax & unwind. Hunters and Fishermen are welcome also! Route 50 & downtown Cambridge are 10 mins away for local eateries and shopping! This is the perfect location to explore the Eastern Shore!

Top guest favorite

The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.

Apartment in Greenwood

4.97 out of 5 average rating, 617 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

A charming cottage sits at the water's edge, surrounded by lush greenery. A wooden staircase leads down from an elevated deck to the sandy beach. Two blue chairs are positioned on the deck, inviting relaxation as the sun sets in the background.

Cottage in Leonardtown

4.96 out of 5 average rating, 220 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

A spacious backyard features a circular fire pit surrounded by Adirondack chairs. A picnic table sits to one side, and a hot tub is partially shielded by evergreen trees and a wooden fence, providing a serene outdoor retreat.

Home in Cambridge

4.93 out of 5 average rating, 150 reviews

Peaceful Historic House Near Water, with Hot Tub!

Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Top guest favorite

The exterior entrance of a converted corn crib features natural wood siding and a gabled roof. Large double doors framed by lantern-style lights open into a welcoming space, complemented by potted plants on either side. Lush green trees and a gravel path are visible in the surrounding landscape.

Guesthouse in Easton

4.99 out of 5 average rating, 619 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Tiny home in Cambridge

4.89 out of 5 average rating, 626 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette, making your visit even more memorable! Just a 5 min drive from Blackwater Refuge! It's an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! The Tiny Cabin is located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Top guest favorite

An aerial view highlights Rumbley Cottage's proximity to the shoreline and wetlands. The landscape features a mix of sandy beach, shallow waters, and expansive marshlands under a clear blue sky, offering a serene setting with natural beauty and tranquility.

Cottage in Westover

4.99 out of 5 average rating, 235 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

LAST MINUTE OPENING-09-27 to 10-03-25 !!!! Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

A modern guesthouse features a peaked roof and large windows, set against a vibrant sunset sky. The surrounding landscape includes wild grasses and a paved pathway, suggesting a serene connection to nature.

Cottage in Saint Michaels

4.97 out of 5 average rating, 174 reviews

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Top guest favorite

A serene scene along the Choptank River features a wooden deck leading to a dock, with several boat slips visible in the distance. A sculpture of a heron stands amidst a landscaped area, complemented by a bench nestled under a tree, providing a tranquil waterfront view.

Apartment in Cambridge

4.98 out of 5 average rating, 206 reviews

Private apt above garage w/ pier and water access

New 2 Bedroom apartment along the picturesque Choptank River. This quiet and spacious 2nd floor Private garage apartment features an open concept with 2 bedrooms, a full kitchen, living room, washer & dryer with optional garage area to store bikes or beach gear. Bike, walk or drive to local restaurants, parks and downtown attractions. Private beach and pier access!!! Close to all of the Ironman festivities and conveniently located to Rt 50. Kayaks on site.

Top guest favorite

The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.

Guesthouse in Stevensville

4.99 out of 5 average rating, 302 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.

Popular amenities for vacation rentals near Gerry Boyle Park

Free parking on premises

Air conditioning

Condo rentals with wifi

Top guest favorite

A bright living room features large windows dressed with light curtains, allowing natural light to fill the space. A comfortable sofa and armchair are arranged around a sleek coffee table, with shelves displaying books and decorative items, contributing to a welcoming atmosphere.

Condo in Annapolis

4.98 out of 5 average rating, 156 reviews

New Downtown Annapolis Condo With Free Parking

A bright living area features stylish seating arrangements with two blue sofas and a central ottoman. A wall-mounted television is positioned beneath decorative shelving. An open kitchen space is visible, showcasing modern bar stools and a dining area bathed in natural light from a nearby window.

Condo in Annapolis

4.94 out of 5 average rating, 413 reviews

Brand New Reno in Historic Dist w 2 Parking spots

A welcoming living area features two brown leather sofas adorned with blue patterned cushions. A wooden coffee table sits atop a blue geometric rug, and a small potted plant decorates the table. Natural light streams in from two windows beside the front door.

Condo in Annapolis

4.86 out of 5 average rating, 161 reviews

Capts Qrtrs - Awesome downtown Annapolis location!

A wooden walkway extends along the water, bordered by low posts and a railing. Boats are docked in the distance, with a gentle curve of the marina visible. Potted plants and striped decor can be seen, contributing to the waterfront atmosphere.

Condo in Annapolis

4.87 out of 5 average rating, 107 reviews

Annapolis @Gate 1 steps to the Harbor Free parking

A bright kitchen area features electric appliances, including a microwave and oven, set against vibrant blue cabinetry. A wooden dining table is adorned with a floral centerpiece and a plaid runner, providing a warm gathering space for meals.

Condo in Oxford

4.97 out of 5 average rating, 136 reviews

Cozy Oxford Getaway

Top guest favorite

Condo in Annapolis

4.98 out of 5 average rating, 97 reviews

Charming Annapolis Waterfront Condo

An open living area is showcased, featuring a light-colored sofa against a wall adorned with framed photographs. A large rug anchors the space, complemented by a round dining table and chairs. Natural light floods in from large sliding doors leading to a balcony.

Condo in Annapolis

4.97 out of 5 average rating, 63 reviews

Cozy Annapolis Condo

The outdoor pool area is surrounded by a spacious deck and lounge chairs. Lush greenery provides a natural backdrop, enhancing the serene environment. Apartment buildings can be seen in the distance, contributing to the peaceful setting.

Condo in Milford

4.83 out of 5 average rating, 18 reviews

Cozy Condo

Family-friendly house rentals

A serene waterfront view is presented, featuring a wooden dock extending over still water. Lush green grass fills the foreground, while trees line the opposite bank, creating a natural backdrop under a partly cloudy blue sky.

Home in Woolford

4.93 out of 5 average rating, 163 reviews

Waterfront Getaway with Dock

Top guest favorite

The exterior of a two-story farmhouse is presented, featuring white siding and green shutters. A welcoming front porch includes a pair of rocking chairs. Surrounding greenery and blue skies create a cheerful setting, highlighting the charm of the property.

Home in Church Creek

4.97 out of 5 average rating, 140 reviews

Church Creek Charm (close to Blackwater Refuge)

A spacious bedroom features a large wooden bed with a light comforter and decorative pillows. Two leather benches are positioned at the foot of the bed. Natural light fills the room through large windows adorned with wooden shades, and a ceiling fan adds to the comfort.

Home in Montross

4.98 out of 5 average rating, 115 reviews

3N PROMO | Waterfront | Beach+Gamerm+Kayak+Firepit

Top guest favorite

A scenic view of a sunset over the water, with a silhouette of a person kayaking. Adjacent, a cozy seating area is set up around a fire pit, surrounded by trees. In the foreground, a table with wine and glasses is shaded by a red umbrella, beside a hot tub.

Home in Dameron

4.98 out of 5 average rating, 116 reviews

Peace Point - Waterfront, Secluded, Home w/hot tub

A serene seating area is presented, featuring two plush pink chairs positioned on a decorative rug. A stylish chandelier adds soft lighting above. A fireplace mantel is adorned with a floral arrangement, and glass-paneled cabinets are visible in the background.

Home in Cambridge

4.85 out of 5 average rating, 79 reviews

High St. Art Gallery Suite

Top guest favorite

A decorative welcome sign hangs on the door, featuring a serene beach scene with two adirondack chairs. The sign is framed by an oval glass design, enhancing a cheerful first impression for guests entering the home.

4.99 out of 5 average rating, 313 reviews

Cove Point Beach Cabin

Four white Adirondack chairs are arranged on a grassy area, facing the tranquil waterfront. A wooden pier extends into the calm river, surrounded by lush greenery and a single tree providing shade. The clear blue sky complements the serene setting.

Home in Cambridge

4.99 out of 5 average rating, 136 reviews

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

A spacious front porch features wicker furniture arranged for relaxation. Ceiling fans are mounted above, and sunlight filters through the open space, casting light on a green lawn visible beyond the railing.

Home in Cambridge

4.94 out of 5 average rating, 52 reviews

Hambrooks House - Porched Sanctuary near Choptank

Apartment rentals with air conditioning

Top guest favorite

A bright yellow building features large blue shutters and a welcoming entrance. A sign is placed outside, and vibrant flowers border the steps. In the background, another structure is visible, along with flags proudly displayed.

Apartment in Saint Michaels

4.97 out of 5 average rating, 110 reviews

Blue Crab Lodge

Top guest favorite

A red umbrella provides shade over a square table with a glass top, accompanied by two cushioned chairs. Lush green grass surrounds the seating area, framed by tall trees and distant views of the water, creating a serene outdoor space.

Apartment in Port Republic

4.96 out of 5 average rating, 223 reviews

Serenity Suite on Chesapeake Bay

A cozy sleeping area features a black metal bed frame with a gray quilt and decorative pillows in shades of blue. A bedside lamp stands beside the bed, and a square mirror is mounted on the wall. Light gray walls create a calm atmosphere.

Apartment in Lusby

4.93 out of 5 average rating, 142 reviews

Morning Light Apartment

An inviting bedroom features a spacious bed centered against sloped walls. Two nightstands with lamps flank the bed, and patterned curtains frame a window that allows natural light to filter in, enhancing the room's cozy atmosphere.

Apartment in Lusby

4.72 out of 5 average rating, 213 reviews

Nice view self-contained Apart.

Top guest favorite

A cozy living area features a brown leather sofa next to a white coffee table. A decorative rug with star patterns lies on the floor. A green potted plant adds a natural touch, complemented by a television on a media unit. Light enters from the window.

Apartment in Chester

4.97 out of 5 average rating, 268 reviews

Cozy Waterfront Apartment Chester, MD

A cozy sleeping area is furnished with a queen-size bed featuring a patterned white and yellow duvet. Two accent pillows add color, and a red throw blanket sits at the foot. A neutral rug is positioned underneath, complementing the wood flooring.

Apartment in Saint Michaels

4.91 out of 5 average rating, 194 reviews

Charming Studio in the heart of St. Michael's, MD.

A bright dining area features a wooden table surrounded by four chairs, illuminated by natural light from the sliding glass doors. A cozy armchair with a soft throw blanket is present, with a clock and decorative art pieces on the walls, creating a welcoming atmosphere.

Apartment in Church Creek

4.96 out of 5 average rating, 424 reviews

Nature's Rest in Church Creek

A welcoming living space features large arched windows letting in natural light. A plush pink sofa is positioned on a soft area rug, accompanied by a glass-top coffee table. A stylish chandelier hangs above, and plants add a touch of greenery to the room.

Apartment in Lusby

4.96 out of 5 average rating, 195 reviews

Terrace Suite - Private Flat in Historic Manor.

Other great vacation rentals near Gerry Boyle Park

Home in Cambridge

5 out of 5 average rating, 28 reviews

Aurora Blue - A stylish experience

Top guest favorite

A spacious room features a queen bed with a wooden bench at the foot, accompanied by a TV on a dresser. A full kitchenette is present, with a microwave and coffee maker. Natural light enters through large windows, and a decorative rug adds warmth to the space.

Guesthouse in Cambridge

5 out of 5 average rating, 27 reviews

The Place in Cambridge-Sailing into Autumn

Top guest favorite

A cozy living space features a brown reclining sofa paired with a black accent chair. A wooden coffee table centers the room, and a large art print is mounted on the wall. A full kitchen showcases modern appliances and ample counter space, illuminated by overhead lighting.

Guesthouse in Cambridge

5 out of 5 average rating, 8 reviews

Cozy Guest House Near Park

An open-concept living area features a comfortable grey sectional sofa and stylish chairs arranged around a circular coffee table. Natural light fills the space from large windows, illuminating the modern decor and warm wood accents. A flat-screen TV is mounted on the wall opposite the seating.

Townhouse in Cambridge

4.96 out of 5 average rating, 53 reviews

New, Intown Waterfront Townhome w/Pool + Location!

Top guest favorite

A serene garden landscape is visible, showcasing a pond surrounded by smooth stones and lush green plants. A flag stands tall nearby, and a meandering path leads through the manicured yard, featuring various plant beds and a wooded backdrop.

Guesthouse in Cambridge

4.98 out of 5 average rating, 65 reviews

Camelot Cottage

Top guest favorite

A stately, historic home with a welcoming front porch is framed by manicured lawns and blooming flowers. A brick pathway leads to the entrance, illuminated by soft outdoor lighting. The exterior showcases a blend of traditional architecture and well-kept details against a twilight sky.

Home in Cambridge

5 out of 5 average rating, 20 reviews

Turtle's Nest - Hist. Cambridge

An aerial view captures the waterfront home surrounded by lush greenery and a circular driveway. The expansive water body in the background reflects the sky, while a dock is visible along the shoreline, enhancing the serene landscape.

Home in Cambridge

5 out of 5 average rating, 18 reviews

Magical Waterfront Home Dock, Firepit, Family Fun!

Top guest favorite

A modern houseboat is anchored at the dock, featuring a covered deck with two lounge chairs. Large windows offer views of the waterfront and allow natural light into the interior. The structure sits on wooden stilts above calm waters, showcasing a serene boating environment.

Houseboat in Kent Narrows

4.96 out of 5 average rating, 167 reviews

Cass-N-Reel Luxury Houseboat