
Holiday home rentals in Delmarva Peninsula
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Top-rated holiday home rentals in Delmarva Peninsula
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2BDRM-5 min walk to Courthouse Metro/10min to DC
Whether you are traveling for work or pleasure, look no further than this centrally located 2-bedroom/2-bath apartment, just minutes and perfectly located from DC's museums, monuments, & more! This metro accessible, contemporary & stylish apartment can accommodate your every need while in our beautiful city. Travel with ease & take advantage of a fully equipped kitchen, fast WIFI and during downtime, step outside to enjoy a relaxing evening in the shared space under the gazebo with a fire pit!.

Down By The Bay - Cape Charles -1st Floor Primary
🏖Come visit this updated 1930's bungalow. 5 blks to restaurants, shops & beach end of our street 🏠 1st floor Primary bed 2026, w/ large bunky upstairs sleeps up to 8 (+ pack and play & air mattress) 🛶 Take stroll/ride to the beach, hose off in outdoor shower, grill on patio & cozy up to a fire. Or relax in the clawfoot tub! 💻 Work remote? Work space ready for you! Wifi/Netflix. Updated kitchen & laundry space in your home away from home! 🐶 Dogs <50lbs (2 max) ☀️ Sunday-Sunday June - August

Northern Neck Waterfront
Relax with the whole family at this peaceful waterfront retreat. Nestled along Coles Creek and the Great Wicomico River, this 3-bedroom house is a perfect waterfront getaway with all the amenities you need for a comfortable stay. Savor the beauty of nature from our backyard, where a glistening pool takes center stage, inviting you to unwind and bask in the sun. If you're an aquatic enthusiast or simply someone in search of serenity, our house in Burgess offers an idyllic haven to vacation.

Teal on Teal Ave - Dog Friendly Getaway by the Bay
Kick back and relax in this calm, stylish and tech enabled cottage. Enjoy the fully fenced in yard and close proximity to Cape May’s best breweries and wineries! Your dogs will love the yard, stocked toys and designated pot filler for their water bowl. The kids who will enjoy the fire pit, close proximity to the bay and custom build bunk beds (with a TV in each bunk). Not your average beach cottage - brand new TVs / appliances. Sonos audio and customizable Philips Hue lighting throughout.

Newly Renovated 3BR Crest Cottage near EVERYTHING
Welcome to the Crest Cottage, our curated cottage in the heart of Wildwood Crest. Our newly renovated home features includes: - New kitchen and bathroom - New floors & paint throughout - New deck railings and deck - All new furniture and technology inside and out including beds and TV, Nest A/C control, Ring Security, and grill - Bunk beds for the kids !! You’ll be right near popular Wildwood attractions and restaurants & all reservations include discounts at Lakeview Docks Water Sports.

Serene Cozy Couples Getaway
Forget your worries in this lovely private getaway that's close to numerous attractions: The upstairs apartment is comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping, and outdoor activities. The charming deck is the perfect spot to relax and enjoy reading a book, having breakfast, dinner, or a nice evening drink. Not suitable for children, pets, Not handicap accessible. No one under 20. No Smoking on premises.

5BR w/ Pool, Hot Tub, Cabana, Elevator & Game Rm
☀️ Welcome to your spacious 4,900 sqft coastal home, just 750 ft from the sand! Thoughtfully designed for gathering & relaxation, this 5-bedroom, 4.5-bath retreat offers the perfect blend of fun and comfort, featuring a heated pool, hot tub, cabana with bar, private elevator, and a game room with arcade games the whole family will love. Enjoy seamless indoor–outdoor living with multiple lounge areas, a fully equipped kitchen, and everything you need for an effortless beach getaway.

In-Law Suite in Van Ness/Cleveland Prk/free parkin
Bright new in-law suite with a separate entrance, full kitchen, washer & dryer, fast internet, pull-out couch, laptop desks, and a pack n' play for little ones. Easy access to National Mall via Van Ness metro stop four minutes away. Flexible check in and check out, no cleaning fees (though smoking, marijuana and incense are a firm no). We've been hosting people from all over the world for several years, and we're happy to help you have a great time in Washington, for leisure or work!

Waterfront 5 Bedroom Home Close to Annapolis
Beautiful waterfront 5 bedroom home located off of the Magothy River. Close proximity to many shops & restaurants, downtown Annapolis, the Naval Academy & a short drive from BWI. This home was recently renovated and offers a lot of room to host a weekend away with your family or friends. Enjoy the beautiful sunsets from the private pier and almost 1 acre of land. Feel free to use the kayaks, canoes, & stand up paddleboards to explore the breathtaking views of the Magothy River!

Spacious Vacation Home near Bethany Beach
This charming 3BR/2.5BA Bethany Beach getaway offers family-friendly fun. Relax in comfy bedrooms, game nights in the large family room, or chill in the loft office/TV area. Prepare meals in the fully-equipped kitchen & enjoy them on the outdoor living space with a peaceful pond view. Hike the Assawoman Nature Preserve, soak up the sun at Bethany or Fenwick , or marvel at wild horses roaming Assateague National Park (30 min). Create lasting memories at this tranquil retreat.

5 bed 5.5 bath w/ heated pool, 5min walk to beach
NEW beach-modern farmhouse in S. Rehoboth built in 2022. Professionally interior designed. Sleeps up to 10, w/ 5 bedrooms, 5.5 bathrooms, en suite bathrooms in all bedrooms, modern kitchen, coffee bar, wet bar, patio w/ pool (pool open May - Oct, heated in spring & fall), outdoor fire table, grill & outdoor seating. Open floor plan with plenty of space to spread out and enjoy your vacation. On the 2nd ocean block, 5-min walk to beach & boardwalk.

One Bedroom Guest Studio Suite
Come stay at our newly renovated guest suite in the heart of Rockville, MD. The 1-bedroom studio suite is fully furnished with a fully equipped kitchenette and bathroom. Our suite is steps away from public transportation (Route 48) which takes you to the red-line metro (Wheaton or Rockville), and a walkable distance from a shopping center featuring a grocery store, restaurants, etc. There is ample space for parking in front of the property.
Popular amenities for holiday home rentals in Delmarva Peninsula
Family-friendly holiday home rentals

Charming Beach/Bay Escape with Activities for All!

Luxurious 5 Bedroom Near Beach, Amenities Galore!

Lovely Canal front 2 bed townhouse with a pool

Serenity By the Sea - 1 block from the beach!

Hoopers Island 4BR Waterfront • Sunset Views

Cheerful 3 bedroom home with a pool and sauna

2 Bedroom House with Large Deck, Bar & Pool

Family House St. George Island w/Pool. 1.5 hr/DC.
Holiday home rentals with a patio

Fun and Sun in Ocean View! 5 bedrooms 12 guests

Sandy Bottom

Waterfront fun at Sunset House! Stay on the bay!

Bayside Breeze in North Ocean City!

Parkside South, Cape Charles

Spacious Ocean View Condo

Lovely Rear 2 BR Cottage!~ Pets Considered *POOL*

Sunny 4BR/2 Bath Shore House-Close to beach & bay!
Holiday home rentals with a washing machine and dryer

Waterfront Home in Ventnor

Sara's Cottage

Spacious Garden Apartment on Delightful Street

The Cape May House

Dog-friendly Rehoboth Oceanblock 11 Cooper Cottage

3 Beds, 2 Baths, 1st Floor, Minutes to the beach!

Vacay Stay-2BR/1Bath, Family Groups Only

Dreams by the Sea
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