
Vacation rentals with breakfast in Chesapeake
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Top-rated breakfast rentals in Chesapeake
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Popular amenities for Chesapeake breakfast rentals
House rentals with breakfast

Three Little Birds-Kayak, fish, bike, enjoy!
This place was perfect for my needs. It is clean, comfortable, and spacious. It has all the essentials - including a little kitchenette area and dining table. The location is convenient too. It’s about 5 minutes from restaurants/stores and about 15 mins from the oceanfront/boardwalk. Bridget was kind and responsive. I enjoyed my stay!

Private Bedroom & Bath Suite for Females Only
Marnie and Steve’s AirBnB accommodation is clean, private, and secure. They made me feel at home. WiFi was strong, and I was able to work online as naturally as if I’d been in my own home office. They were helpful and friendly, but also respectful of my privacy. The dorm-sized refrigerator and microwave helped me save money on food, the twin bed was very comfortable, and the bathroom with shower was extremely clean and functional. I highly recommend this accommodation, and would stay there again.

Bells Island, w/pool on the water.
Perfect for our group!

Lee Hall
Renee was a very kind, helpful, and accommodating host, for our family of six. The location is super convenient to Busch Gardens. This was my first time staying at a property which was not one where you get the "entire home". My expectations were met in terms of that, and her descriptions of the property and the experience were accurate. I wish her the best of luck in her future endeavors on Airbnb.

Great Apartment in Historic Olde Towne Home-WOW !
Absolutely the best location in Portsmouth! Charming home with interesting history. A very short walk to great Portsmouth attractions, the waterfront, ferries to Norfolk, etc. Highly recommend Cathy’s place for your stay.

Lake Retreat
My stay at Ethel's was amazing. The entire room was exactly like the pictures. I felt completely at home. The room was spotless, and the bed was super comfortable. I will reserve her space when I come back to VA. I really enjoyed my stay there. She was very responsive and her instructions for the check in are great.

Vintage Den Rm, Private Entrance,& Space,VB Center
Jerome was very very accommodating and super helpful with me my wife and dog. We were in one of the worst situations we had ever been in and we’re desperate for help and to be cut a break. Jerome and his wife Cristy provided that and beyond. Super communicate, super on top of everything, if there was a problem no matter how small or large they had it rectified posthaste. They even completely cleaned up their rather large backyard just so my dog could have somewhere to run and play. As for the room itself, when we arrived it was very clean and very spacious for it only being a room. He has a very large tv and a roku stick for your access to whatever you would wish to watch. There is lots of storage room for your clothes and whatever else you may need. There is also rather spacious mini fridge. The bed was very comfortable as well. There are also two very large windows that can be opened or closed if you need a breeze. Cristy cleans like a mad-woman so any mess that may be around in the house is cleaned before you even realize it. The bathroom was very clean and they even left us a travel bag of toiletries. They have two very friendly cats that love attention. This is in fact a smoke friendly house, which is an incredibly rare find. Thank you so much Jerome and cristy for all of your hospitality and help during this impossible time that I found myself in.
Apartment rentals with breakfast

Breakers 204 Inn at Old Beach
I love this place! It was amazing and Everyone was very helpful and welcoming. Hot tub was amazing and the room was very clean! I will definitely be back.

Avamere 206 Inn at Old Beach
My room was not only extremely clean, but was also in an adorable, convenient area as well. The check in message was very informative and I had no trouble getting into my room. The other people staying in the building were respectful and quiet as well. Will definitely be staying again!

Hilltop 104 Inn at Old Beach
This place was fantastic. Loved the walkability factor to the beach. Also, the hot tub and breakfast spread in the morning were a great addition. This is the second time I've stayed here, I will be back!

The Waverly 100 Inn at Old Beach
Very nice spot, I grew up in Virginia Beach and it's remarkable how much it's changed. I think this Airbnb really gives even the nicest local hotels a run for their money, you're certainly not going to find a bathtub at any of them for this price. Snack and drinks were a nice touch as well.

Pinewood 102 Inn at Old Beach
Great location, and super clean!! Dimitri was extremely communicative, and the check in process was seamless. Would 100% recommend this Airbnb.

Albermarle #202 Inn at Old Beach
Albemarle 202 was an excellent place to stay for a weekend trip to Virginia Beach! Quiet and comfy space to stay in that was super close to everything. I would definitely recommend staying here for a simple, clean, and comfortable stay near the beach.

Newcastle 106 Inn at Old Beach
Very clean, very safe part of town. I highly recommend this spot for any small group!

Oceanfront at Barclay Towers
Peter's place is an oceanfront unit, on the boardwalk. The building was somewhat older, and the pool was somewhat small, but the staff were friendly and accommodating. The Ocean view was spectacular, and the convenience to the beach, restaurants and attractions was excellent. I had looked up reviews on the building online, and became a bit skeptical as to how our stay might turn out. As it turns out, we had a great time on the beach, and relaxing on the balcony. The unit has a flat-screen with cable in the bedroom and livingroom. We would gladly stay again.
Bed and breakfast rentals with breakfast

Military - Active/Retired/Family at Cape Defoe B&B
mark was a wonderful host. He was very attentive to my needs as a guest and was also very sociable. His place has so much charm and personality - I could really fee the joy that eminated from it. Room was great and the bed comfortable, and I must say the backyard was kinda magical. 100% i'd stay again

Aldrich House B&B Lewis Room
We had a wonderful stay at the Aldrich House! Communication was excellent and the room was very clean and spacious. Great location for exploring the area. Would definitely stay here again.

FDR Bed Chambers - A Williamsburg White House
You guys were the BEST! we can’t stop talking about our trip to Williamsburg and your beautiful bed and breakfast! The room was beyond beautiful and The theme was fantastic and our breakfast name plates were just that finishing touch! Debbie and her husband take a great deal of pride in their home and Bed & Breakfast. They go above and beyond to make sure their guests feel right at home, they have a fantastic system and are very organized! The breakfast is ALONE WORTH BOOKING THEM FOR! Never have I or my husband had such an outstanding and beautifully set up breakfast at a B & B before. My husband still keeps saying he misses Debbie’s breakfasts! They are both extremely knowledgeable and they show you the best places to eat and explore while you’re in town! HIGHLY RECOMMEND!

King, breakfast and Private bathroom
This was a very simple but elegant house with lots of charm and history. I felt very at ease with my host and never once felt "in the way". This is a perfect place for someone who is looking for a quiet peaceful getaway, with the added plus of some great conversations when needed. My host seems to have travelled the world a bit and her insights and experiences were most valuable for me.

Two Room Suite with Breakfast - Cedars B&B
Great location and super fun innkeeper. Loved chatting during the delicious breakfast. We would definitely stay here again.

Marl Inn Bed and Breakfast - Yorktown Suite
We stayed in the Patriot Suite and the King Size Bed was AWESOME!!! Amy & Paul were great Host and made you feel like family. We even went to church with them and were highly blessed! Thank you Amy & Paul for everything!!! We highly recommend staying there! Nancy & Randell

Inn at 605 - Mason Suite
We had a quick trip but loved our stay - delicious breakfast and snacks, tons of space for us and our pup, relaxing backyard, easy parking with the pass provided, and super walkable to everything
Quick stats about vacation rentals with breakfast included in Chesapeake
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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