
Beach house holiday rentals in Chesapeake
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Top-rated beach house rentals in Chesapeake
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Exclusive Beachfront Home w/ 180° Views & Hot Tub!
If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

Sandy Serenity - On Beach- No Pets or Cleaning Fee
Relax with the whole family at this beautiful beachfront home nestled in the sand dunes, only a few steps to the beach. Watch the boats and dolphins go by on the Bay. As superhosts for 4 years, we strive to provide an excellent experience. No Parties/ Events/quiet hours at 10pm. Previous guest comment: "As a flight attendant who’s traveled all over the world and experienced countless accommodations, I can confidently say this was one of the best. Even in the off-season, the house was magical".

Spacious Bayfront Retreat
Spacious home located steps from the bay and family friendly park! The house is located right next to a public beach access, this a very quiet beach along the Chesapeake Bay. There is one flight of stairs to get to the main level with gourmet kitchen, Opening to the living room with one of the 4 decks which this one has water views. there are also 2 dens on this floor. The next flight of stairs takes you up to The master suite, two bedrooms, and laundry room are located on the third floor.

Private Pool at the Oceanfront in a Spacious Home
Private Pool at the Oceanfront in a spacious 2600 sq ft home. 3 blocks from the Virginia Beach Boardwalk, Vibe District. 4 bedrooms in a three-story Private Home. 1st Flr: 2 bathrms, a bedrm with Full-bunk bds, kitchen, dining rm & living rm. 2nd lvl contains a lux Mstr ste with massive jacuzzi, dbl shwr and living rm . 3rd Lvl: 2+ bedrms, bathrms & prvt balconies (queen in 1 room and 2 doubles in the other). Two-car garage and driveway, NOT a duplex. Pool unheated. Modern Tvs and cable!

Walk to Beach, Jacuzzi, Treetop Deck, Love Pets!
Not interested in sitting in a pool/hot tub that is full of chlorine to kill the bacteria of the strangers who have used it before you? Happy with an 2-person indoor jacuzzi bath & a gorgeous outdoor soaking tub that feel just as great? This is the house for you! 8 minute walk to the beach. High-speed internet for teleworking. Treetop deck for sunsets. 3 pet limit, $25/night fee. Please view the home description, house/pet rules, and photos so you book the house that's right for you - Thanks!

Quiet East Beach Bungalow, 1 block to beach!
Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

Respass Beach Cove Cottage
Enjoy your private beach and panoramic views of Hampton Roads where the James River meets the Chesapeake Bay. Bring your canoe or kayak. Stroll down to your secluded beach, fish or crab from the quaint pier off Streeter Creek surrounded by marshes on this 13-acre property. Marvel at the glorious morning views and romantic sunsets. You will be well positioned to take advantage of the area’s shopping, fine dining, and historical past, or just simply relax overlooking the water.

New Beach Home on the Chesapeake Bay
New Beach House on the Chesapeake Bay. Entire 2500 SF Home, 1st, 2nd and 3rd floors. Three King size bedrooms, third floor with 2 Sofa Beds. One Full kitchen and one Kitchenette. House on the dune 40 steps to the sandy beach. Balcony view of bay for sunrise coffee & sunset wine. New & old homes surround this newly built home in "East Ocean View." Restaurants short walk, more only a two min. drive. Summer Sailing regattas on Weds. and Sun. evenings, live music at the Pavilion.

Play by the Bay 1 MIN TO WATER
LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

Stylish Beach House, Hot Tub, Pet Friendly
Welcome to your coastal oasis of relaxation & fun. Enjoy beach fun, hot tub & games in a modern open concept living space. This stylish, pet friendly home away from home is perfect for families. It's 1.5 blocks from the beach. This charming SFH offers 2 bedrooms, loft, chef's kitchen, game room, spacious backyard with deck, hot tub, fire pit, BBQ grill, & volleyball/badminton court. It's centrally located near VA Beach, Williamsburg, & Downtown Norfolk.

Quaint and Comfortable Buckroe Beach Getaway.
Our quaint, cozy and comfortable, 1,100sf house is perfect for a small family or small group of friends, 4 guests MAX, to relax from the hustle and bustle of life. Take a nap or watch a movie while relaxing on the cozy and comfortable power reclining living room furniture. Enjoy the patio and firepit in the spacious fenced backyard. This getaway is located a short two-minute car ride or ten-minute walk from the beautiful and family-friendly Buckroe Beach.

*Escape to the Tangerine Dream*
**ESCAPE TO THE TANGERINE DREAM** in this stunning beachfront oasis, located just steps away from the sandy shores of Captain's Quarters Park, this 3 bedroom/2 bath home offers the perfect blend of luxury and relaxation. Step inside to the open concept living area which boasts breathtaking views from two balconies, perfect for enjoying your morning coffee or watching the sunset over the ocean.
Popular amenities for Chesapeake beach house rentals
Beach house rentals with a pool

Oceanfront- walk to beach w/pool and hot tub

Beach Haven-Oceanfront, great ocean views, hot tub

Milk 'N' Honey at the 4X4 Carova Beach

1 Bedroom Suite, Virginia Beach!

Semi-Oceanfront Beauty and the Beach

Beautiful 5BR Oceanfront Home | Pool | Deck | W/D

Oceanfront!Private Pool Views Elevator &Amenities!

New Listing~Walk to Beaches!
Private beach house rentals

Traditional Bungalow 9

Relaxing home on the Beach

Wil-O-Bay Getaway

Beach House

Boathouse

3 bedroom 2 bat Toy for children Sandy beach

Spectacular Ocean front Condo.

< -2 Min. Walk to Beach, Pool & Tennis, pickleball
Pet-friendly beach house rentals

Serenity and Luxury Awaits near the Beach

Endless Beach #unitA-3bedrooms-steps to the ocean

Cozy Bay Cottage private yard blocks from beach!

"Sisters Beach House" On the Chesapeake!

The Salt Life - OBX

Sleeping with the Fishes, Oceanside - Hot Tub

Semi-Ocean Front|4x4 Beach|PET friendly|Hot Tub

65% Off ALL Winter! ! ! -Waterfront Home
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Virginia Beach National Golf Club
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach
- Red Wing Lake Golf Course