Holiday rentals with breakfast near Chesapeake Bay

4.97 out of 5 average rating, 1110 reviews

A cozy great room is showcased with a comfortable beige couch adorned with blue pillows. A glass coffee table rests on a patterned area rug. A modern staircase leads to an upper level, while soft lighting and artwork enhance the inviting ambiance.

Home in Alexandria

Beautiful and spacious 3 bedroom

Beautifully decorated and spacious home in a charming, Alexandria neighborhood near the King Street metro and the shops and restaurants of Old Town. Just a 16 minute drive to downtown Washington DC, with a chef's kitchen and a relaxing great room. The house is also just a 10 minute drive to the new MGM Casino or the Gaylord Resort and Convention Center at National Harbor. The "no parties in house" rule is strictly followed. If you want to have a party or an event, this is not the place for you.

4.91 out of 5 average rating, 152 reviews

An open layout living area features a kitchen equipped with stainless steel appliances and a breakfast bar with high stools. A dining table is visible in the background near large windows. The space is complemented by two leather couches and light hardwood flooring.

Home in Arnold

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

4.96 out of 5 average rating, 762 reviews

A well-lit living area features a black piano along one wall, with a wooden cabinet displaying books and decorations nearby. A fireplace is set within a white brick surround, and a flat-screen TV is mounted above. Comfortable seating is arranged for relaxation.

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!

4.96 out of 5 average rating, 223 reviews

A sunroom features a yellow door leading outside, with a comfortable seating area adorned with floral patterns and yellow cushions. Lush greenery hangs from the ceiling and sits on various surfaces, creating a vibrant and fresh environment, illuminated by natural light from the nearby windows.

Home in Baltimore

RetroLux Guest Suite 20 min to Downtown Baltimore

Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

5.0 out of 5 average rating, 426 reviews

A wooden dock extends over the water, leading to a sun setting on the horizon. Waves gently lap against the sides, reflecting warm hues of orange and pink as the sky transitions into dusk. Two benches are positioned on the dock, inviting peaceful contemplation.

Loft in Lusby

Designer owned Coastal getaway retreat

Enjoy our private, above-garage hideaway apartment with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance. Come and go as you please! Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach just a 5 minute drive away. Please let us know if you plan to use it!

4.91 out of 5 average rating, 879 reviews

An eclectic studio apartment displays a spacious bed and a patterned throw atop it. Sunlight filters through tall windows, reflecting off decorative wall art. A piano and a book-filled shelving unit add character, while plants bring life to the room's corners.

Flat in Baltimore

South-Facing Studio Overlooking Union Square Park

Pick out tunes on the refurbished 1910 piano or classical guitar of this eclectically furnished studio apartment, elegantly lit by tall windows under high ceilings overlooking lovely Union Square Park in downtown Baltimore. The residential area is a mile from the inner harbor/ stadium and street parking is easy. Nearby, enjoy walking in the park, dinner at Rooted or even see a puppet show. A well-stocked library offers great reading and the kitchenette has coffee, tea, and a light breakfast.

4.95 out of 5 average rating, 210 reviews

The image illustrates a charming tiny home nestled among trees, featuring a spacious bluestone patio with outdoor seating and a fire pit. In the background, a gas grill is positioned nearby. Lush green grass surrounds the area, creating a serene and inviting setting.

Guest house in Annapolis

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

5.0 out of 5 average rating, 146 reviews

The kitchen showcases leathered granite counters and a large island with seating. Large windows provide natural light and stunning river views. Cozy seating areas are arranged with colorful cushions, and a gas fireplace adds comfort to the inviting open space.

Home in Deltaville

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

Tiny home in Cape Charles

A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

4.98 out of 5 average rating, 360 reviews

4.97 out of 5 average rating, 335 reviews

Home in Washington

5-BR Home near DC Metro -Free Parking/Full Kitchen

RARE FIND — Main-Level Bedroom & Bath with No Steps! Welcome to your stylish D.C. retreat! This fully renovated 5-bedroom, 4-bathroom home offers 3,500 sq ft of open-concept living, just 3 minutes from the Metro and 10 minutes from the White House. Enjoy free street parking. Perfect for families or business travelers with a main-floor bedroom, chef’s kitchen, double living rooms, fast Wi-Fi, and smart TVs. Book your stay today and experience D.C. in comfort and style.

Guest suite in Gloucester Courthouse

A spacious grassy area is surrounded by mature trees, providing shade. The landscape features a clear blue sky and a backdrop of rolling greenery, creating a serene outdoor environment perfect for relaxation or exploration.

Elm Grove Farm Guest Cottage

Our guest cottage is the perfect retreat for a quiet getaway or a quick commute to local historical sites. We are located on a family farm property dating back to the 1880's. Although the old farmhouse is gone our home with attached cottage is filled with decor built by the owner with reclaimed wood from the original home. We are adjacent to Beaverdam Park and located 2 miles from Main Street which boasts the historic Gloucester Courthouse dating back to 1651.

4.99 out of 5 average rating, 137 reviews

4.94 out of 5 average rating, 145 reviews

Guest suite in Annapolis

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a locked door; separate entrances).

Popular amenities for rentals with breakfast near Chesapeake Bay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.84 out of 5 average rating, 116 reviews

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

Perfect Getaway!

4.97 out of 5 average rating, 197 reviews

A single-story brick house is surrounded by well-maintained landscaping, featuring a covered patio area with colorful seating. Vibrant flowering plants and a tidy lawn enhance the outdoor space, while a tree-lined background adds greenery to the setting.

Home in Gloucester

The Bee Goode House on Main Street

4.98 out of 5 average rating, 344 reviews

A welcoming outdoor space surrounds the cottage, featuring a circular stone garden bed with lush greenery and decorative stones. A wooden bench is positioned nearby, inviting relaxation among the floral landscaping and shaded by mature trees.

Home in Del Ray

Alice’s DelRay Cottage-Elegant/EV enabled Retreat

5.0 out of 5 average rating, 285 reviews

A cozy living area features two white, comfortable chairs positioned around a rustic wooden coffee table. A flat-screen TV is mounted on the wall above a vintage-style cabinet. Natural light filters in through a window, highlighting the neutral-colored walls and patterned area rug.

Home in Del Ray

The Heart of Del Ray

4.94 out of 5 average rating, 200 reviews

A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.

Home in Colonial Heights

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

4.8 out of 5 average rating, 173 reviews

The entrance features a light-colored door adorned with a welcoming wreath. To the right, a sign displays the property name 'All4One' alongside the Virginia shape. The brick facade showcases a warm, inviting exterior, complemented by a traditional lantern mounted beside the door.

Home in Virginia Beach

All 4 One | Beach Living

4.81 out of 5 average rating, 156 reviews

The home features a single-story brick facade with green shutters on multiple windows. A gently sloping lawn leads to the entrance, surrounded by landscaped greenery. Tall trees form a backdrop, enhancing the peaceful wooded setting.

Home in Manassas

Huge Private Wooded Estate 5BR/3BA in Manassas, VA

4.84 out of 5 average rating, 286 reviews

Home in Silver Spring

Cozy DT Silver Spring Free breakfast and 2 parking

Apartment rentals with breakfast

4.94 out of 5 average rating, 174 reviews

Flat in Bowie

Just Like Home - Private Entrance Apt in DMV Area

4.97 out of 5 average rating, 355 reviews

A spacious gathering area is highlighted by a comfortable sofa and a light armchair, complemented by a brown coffee table. Wall art and mirrors add character to the gray walls. Soft rugs cover the wood-like flooring, creating a cozy atmosphere for relaxation.

Flat in Sykesville

Heart of Sykesville! 2 Bedroom Suite! Walk to town

4.93 out of 5 average rating, 231 reviews

A cozy living area features a patterned area rug with bold floral designs. An eclectic mix of furniture includes a black armchair, a sofa, and a vintage trunk for storage. Wall art and a guitar enhance the inviting atmosphere.

Flat in Alexandria

Enchanted! 1BR Apt near DCA in quiet neighborhood

4.79 out of 5 average rating, 550 reviews

A studio apartment is shown, featuring a spacious bed with a patterned duvet in the background. A colorful sofa with decorative cushions is positioned beside a low glass coffee table on a patterned rug. A wall-mounted TV and a standing fan are visible.

Flat in Baltimore

Awesome studio tucked away & Centrally located !

4.93 out of 5 average rating, 844 reviews

The image showcases a historic Victorian home featuring a green exterior with a prominent dome roof. The entrance is framed by a covered porch, and flowering bushes add color to the front garden. Brick pathway leads to the front door, enhancing the inviting appearance.

Flat in The Fan

Private B&B in Historic Fan

5.0 out of 5 average rating, 225 reviews

A cozy living area features a yellow sectional sofa adorned with blue and patterned pillows. A glass coffee table with a dark wooden base sits in front. Two framed bird prints hang on the wall above the sofa, while a floor lamp and a decorative mirror enhance the space.

Flat in Union Bridge

Luxury, Charm and Privacy in Spacious Apartment

4.91 out of 5 average rating, 175 reviews

The exterior of a two-story building is shown, featuring a blend of grey and white brick. Two doors are present, one dark and one in a lighter hue, alongside three large windows with clear glass. A small planter is situated at the base of the steps.

Flat in Georgetown

No need to look any further!

4.98 out of 5 average rating, 597 reviews

A row of historic homes is displayed under a clear blue sky. The buildings feature various colors, including a traditional brown and a pastel blue. An American flag is visible on the house with a yellow door, surrounded by greenery and a small front garden.

Flat in Capitol Hill

Capitol Hill's perfect location! Bright & clean!

Bed and breakfast rentals with breakfast

4.99 out of 5 average rating, 87 reviews

A comfortable living area features a gray sofa with red accent pillows and two light upholstered chairs. A wooden coffee table is placed in the center, adorned with decorative items. Large windows allow natural light to fill the space, highlighting the original heart pine flooring.

Apartment in Lewes

Mulberry in Lewes

Bed and breakfast in Williamsburg

A charming two-story cottage features red doors and a brick exterior. Large windows allow natural light to fill the interior, which is framed by neatly trimmed shrubs and greenery. A gravel pathway leads to the entrance, providing a welcoming atmosphere.

Private 2BR Cottage with Breakfast - Cedars B&B

4.75 out of 5 average rating, 8 reviews

Private room in Chesapeake City

A view showcases the town's buildings alongside a calm waterfront, with a large bridge extending overhead. Green trees dot the landscape, and the clear blue sky complements the serene setting, reflecting the charm of Chesapeake City.

Cafe on the Bay - breakfast included!

4.95 out of 5 average rating, 214 reviews

Private room in Stevensville

A spacious bedroom is featured with rustic pine paneling, complemented by soft lighting from two bedside lamps. A comfortable chair is positioned beside a dresser and a bookshelf, adding practical storage. The room is designed for relaxation, with a cozy area rug enhancing the floor space.

Rustic & Elegant Private Bed & Bath

4.98 out of 5 average rating, 310 reviews

Private room in Southwest Washington

A sunlit sunroom features a green sofa and a red armchair, both positioned to enjoy the views of the surrounding greenery. Large windows provide ample natural light and a sense of openness, while a potted plant adds a touch of nature indoors.

Breakfast, Free Parking & Easy Walk to Mall, Wharf

5.0 out of 5 average rating, 408 reviews

4.94 out of 5 average rating, 174 reviews

A spacious loft room features a full-size bed and a full-size futon, with natural wood paneling throughout. Two windows allow light to illuminate the area, complemented by a small table and TV. A foosball table is positioned near the cozy seating.

Private room in Dover

'Room D' for 2-6 guests in "The Black Horse Inn"

4.95 out of 5 average rating, 231 reviews

The exterior of the spacious brick home features a symmetrical design with multiple large windows, accented by black shutters. A welcoming front entrance is highlighted by a broad staircase leading up to a covered porch, framed by neatly trimmed shrubs and a well-maintained lawn.

Private room in Stafford

Falling Creek - Rm #2

Private room in Frankford

A spacious bedroom features a large four-poster bed dressed in a light-colored floral quilt. Two bedside lamps provide soft illumination. A wooden dresser and a mirror add warmth, while a comfortable armchair and a small side table offer additional seating. Natural light enters through large windows.

The Inn at Dirickson Creek- Room One

4.93 out of 5 average rating, 129 reviews

Other holiday rentals with breakfast

Townhouse in Federal Hill - Montgomery

A cozy deck is highlighted, featuring comfortable seating around a fire table, surrounded by twinkling outdoor lights. In the background, a charming brick facade of a house and city views are visible, creating an inviting atmosphere for relaxation.

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

4.96 out of 5 average rating, 226 reviews

4.89 out of 5 average rating, 79 reviews

Cottage in Ridge

Secluded Waterfront:Kayaks, Sunrises & Unwind

4.97 out of 5 average rating, 100 reviews

A comfortable living room features plush seating arrangements, including reclining chairs and a spacious sofa. A coffee table sits in the center, complemented by a large television mounted above a brick fireplace. Bookshelves filled with titles line the walls, adding a cozy touch.

Home in Easton

4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre

4.97 out of 5 average rating, 69 reviews

A charming cottage is presented with a muted green exterior and dark trim. A welcoming front door is accentuated by a seasonal decoration. The entrance features a wooden staircase leading to the door, surrounded by a grassy area and trees in the background.

Guest house in Eastville

Cozy 1-Bedroom Cottage close to Cape Charles

5.0 out of 5 average rating, 3 reviews

Apartment in Ocean City

Gateway Grand 612 | Lux Oceanfront | Gym | Pools

5.0 out of 5 average rating, 8 reviews

A round wooden table is set for two, featuring blue glasses and yellow plates positioned on colorful placemats. A vase filled with yellow tulips stands at the center, while large windows allow natural light to brighten the space, showcasing views of the peaceful creek outside.

Guest suite in Annapolis

Howard's Cove Retreat Apartment

5.0 out of 5 average rating, 26 reviews

Home in Ocean View

Walk to Beach, Fire Pit, Game Room, King Beds