Holiday rentals in Painter

4.9 out of 5 average rating, 149 reviews

Home in Cobbs Creek

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

KimberlyRating, 5 stars2 weeks ago

The location is truly as beautiful as the photos show. So many special touches from decor to the spa like bathroom made the stay extra cozy. The house is extremely well stocked, especially the kitchen and the shed! We loved kayaking. Much more shallow than we anticipated which for us was perfect. The stars were visible while in the hot tub at night. We loved all the available spots to sit and relax. We used the fire pit to stay warm one morning while enjoying the sunrise with our coffee. We used the grill for dinner one night as well as dining out at the recommended local spots. The only minor inconveniences were not having screens on the sliding doors, running out of toilet paper (but the DG grocery is close) and the WiFi went out and Robert never responded to my texts. (I was able to locate and restart the router on my own.) All in all it was a wonderful spot for a quick getaway to unwind!

Top guest favourite

4.98 out of 5 average rating, 54 reviews

Central Location- Walk to Dining & Entertainment!

BindhuRating, 5 stars1 week ago

We stayed at this house for a short break to visit Chincoteague Island, and it was a wonderful experience. The house was very clean and nicely decorated with a relaxing beach vibe. It had everything we needed for a comfortable stay. The host was incredibly responsive and welcoming, which made us feel right at home. The location is great—close to beautiful beaches, the wildlife refuge, and many good food spots nearby. We would definitely stay here again and highly recommend it to anyone visiting the area.

4.88 out of 5 average rating, 112 reviews

Sunny Claire-Beautiful Downtown Cottage w/Hot Tub

ElizabethRating, 5 stars2 weeks ago

Had a nice mini stay over Easter weekend. Lovely home, so cute and comfortable. Loved the main bedroom with the covered porch. The house was so clean and everything worked really well, no issues at all during our stay.

4.96 out of 5 average rating, 103 reviews

Home in Cape Charles

Cape Charles Retreat - 2 Blocks from Beach/Town

CatherineRating, 5 stars1 month ago

Maria was very communicative and hospitable before and during our stay for anything we had questions about. The house was charming and was the perfect cozy stay during our March weekend at cape Charles! The beds are very comfy! Wish we stayed longer to enjoy more!

4.9 out of 5 average rating, 113 reviews

Chincoteague Island Creekside Cottage

SherryRating, 5 stars1 week ago

Great spot for a mother/daughters retreat. We enjoyed the cozy and cute decor and each having our own space in the Seaside Cottage. Also, the kitchen was will equipped and we made several meals together as a family. Just a short drive to everything on the island and super close to water and the Misty Pasture. Kathleen was a wonderful host— responsive and proactive throughout our stay. We had a wonderful visit!

4.98 out of 5 average rating, 46 reviews

cozy sunset cottage

MarkRating, 5 stars1 week ago

Christy 's cottage in Chincoteague was everything and more! Just as beautiful as the pictures posted. The perfect beach oasis on the block! it is a true transfer from cottage to beach! Walking distance to some great eats and treats! Even a reprieve for your furry friend; she thought of everything from inside to outside! Something special in every room. You will not be disappointed!

5 out of 5 average rating, 18 reviews

Apartment in Tangier

The Tarryn Elizabeth Unit A

ChrisRating, 5 stars1 month ago

Very good spot for a small family trip to Tangier (I came alone, so it was more than enough.) The house is spotless, and Travis has some extras there for his guests (coffee, water, fishing rods, board games for young kids on a rainy day.) Travis also sent me the phone number for an evening ferry off the island, which was extremely helpful. I had a great stay at Travis' place, and would stay here again. I hope to soon.

4.92 out of 5 average rating, 205 reviews

We’ve Thought of Everything So You Can Relax!

JaninaRating, 5 stars1 month ago

If you want to get away from it all and feel right at home, this is the place to be. The house is beautiful, the rooms were all spotless and beautifully furnished. The kitchen is very well equipped. I also loved the little porch and porch swing with a view of the pond. The beach and some good hikes (to see the ponies) are just a short drive away. Check-in was super easy with a personalized code. Michelle always responded immediately to any question we had. We really enjoyed our stay on Chincoteaque Island. It's unique place.

5 out of 5 average rating, 49 reviews

Home in Cape Charles

Captain's Cottage

LauraRating, 5 stars2 weeks ago

An excellent stay! The location is terrific for walking to town as well as front porch sitting! Beds in all 4 rooms are very comfortable. House had thoughtful amenities throughout, plenty of fresh towels, well appointed kitchen, comfortable seating in gathering spaces, super clean…. Things in the home are good quality and beautiful details.

4.89 out of 5 average rating, 190 reviews

Cottage in Gloucester

White Heron Cottage

MichelleRating, 5 stars2 weeks ago

We had an amazing stay at White Heron Cottage! It was clean, bright, and quiet. Ashley was incredibly responsive and made everything easy. We will definitely stay here again and highly recommend it to anyone looking for a great Airbnb experience!

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Other great holiday rentals in Painter

4.63 out of 5 average rating, 19 reviews

Home in Lancaster

Peaceful bay retreat. Hot tub,water views,fire pit

SjaloomRating, 5 stars5 months ago

A spacious home by the water. We celebrated Thanksgiving at this location and it was very special. The views are beautiful, had a fire right by the water and relaxed by the beach. A perfect getaway with family and friends. It has everything you need, the living room is super comfortable and great to relax with the family. The kitchen was spacious making it easy to cook and entertain the family. We loved the hot tub, playing pool and having family dinner. Overall a fabulous experience!! Great host- great communication. Highly recommend

5 out of 5 average rating, 7 reviews

Home in Newport News

Spacious Family Getaway | 7BR | 3 masters | 5 Bath

ErinRating, 5 stars4 months ago

Exactly as described in the listing. Three families stayed here comfortably, and Xiang was an excellent host! The kids (14, 14, 11, 7, & 5) had plenty of space to play, and the grow ups had plenty of space to relax. A great place to come back to after a day of sightseeing!

4.83 out of 5 average rating, 6 reviews

Home in Piney Point

Serene and Peaceful Getaway

Dave And NancyRating, 5 stars5 months ago

Lots of space inside. Kitchen well furnished, with new appliances. Bathrooms were spacious, both with huge walk-in showers. Water temperature was lukewarm, at best. Water heater needs adjustment. Bed configuration was strange. Master bedroom had two single beds, with no flexibility to put beds together. Only one TV in 3 BR home. Overall great accommodations, away from busy streets and noisy neighbors.

5 out of 5 average rating, 3 reviews

Home in Cape Charles

Sol Mate: Bayfront Bliss – Sunrise to Sunset

AmandaRating, 5 stars8 months ago

Lovely spot, well appointed with everything you need for a beach vacay. Super clean and organized. Comfy beds, awesome backyard, bikes and kayaks to borrow. We had a great stay!

4.86 out of 5 average rating, 36 reviews

Cottage in Gwynn

Sunset Haven

ConnieRating, 5 stars6 months ago

This is our second time staying at Sunset Haven— appropriately named. Gorgeous sunsets and weather was perfect. Great and considerate communication with Terri. House was pristine and had every thing you could need. We will be back! Thank you Terri!

Cottage in Gwynn's Island

4.9 out of 5 average rating, 29 reviews

Little Gray Beach House

BenjaminRating, 5 stars1 week ago

we had an excellent time at the little grey house. its cute and comfy and the view is to die for. please do yourselves a favor and watch the sunrise at least once its beautiful. theres not much on the island itself for food but there are plenty of places to find good food near by. I highly recommend the pizza at southwind pizza. was really good. I promise you will enjoy your stay at. Will hopefully beable to book again next time were down in the area!

4.95 out of 5 average rating, 88 reviews

Home in Buckroe Beach

Vacation Homes at Buckroe Beach! Sleeps 10 3

AndrewRating, 5 stars6 months ago

This is my 3rd year staying at one of Lynn’s properties. It is in an amazing location very close to the reason/location that I visit each year. I love the home and plan to book here once a year every single year when ai visit the area. Great host, great home, and great location.