Windsor Vacation Rentals

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Browse Select Windsor Vacation Homes

Our top choices for Windsor vacation homes

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

9.4 out of 10, Exceptional, (3)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
The price is CA $111
CA $365 total
includes taxes & fees
Aug 25 - Aug 26
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

9.8 out of 10, Exceptional, (34)
"Great little home "
The price is CA $156
CA $223 total
includes taxes & fees
Aug 22 - Aug 23
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

Shipside Suite~Modern~ Fast WI-FI~Cozy

The price is CA $104
CA $472 total
includes taxes & fees
Aug 24 - Aug 25
Shipside Suite~Modern~ Fast WI-FI~Cozy

Large 2 bedroom | Queen beds | Safe Area

7.8 out of 10, Good, (8)
"House looks like the pictures which makes that a hugh plus. Property waa very well maintained. "
The price is CA $165
CA $402 total
includes taxes & fees
Aug 25 - Aug 26
Large 2 bedroom | Queen beds | Safe Area

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

8.8 out of 10, Excellent, (14)
"House was clean and welcoming. Communication was great. I would stay again in a heart beat. I’m active duty military and host was very accommodating. "
The price is CA $139
CA $315 total
includes taxes & fees
Sep 8 - Sep 9
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Waterfront Hotel Suite with Balcony

8.0 out of 10, Very good, (1)
"Overall, I enjoyed my stay. I love the fact that the restaurant was walking distance. They had an outside bar, pool and room’s balcony was just a peaceful environment. I did not like that the cottage community patio trash was overflowing and my room was super dusty. You could tell sweeping/swiffer was not done and a previous person‘s shoes were found under the bed."
The price is CA $276
CA $356 total
includes taxes & fees
Aug 24 - Aug 25
Waterfront Hotel Suite with Balcony

Sojourn | Coastal Cottage | 3 BR

9.4 out of 10, Exceptional, (31)
"We stayed here for an extended weekend and it was such a cute place! Very clean and relaxing. The beach is just a couple minutes of walking from the house and easy to get to. "
The price is CA $241
CA $603 total
includes taxes & fees
Sep 10 - Sep 11
Sojourn | Coastal Cottage | 3 BR

Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield

The price is CA $132
CA $205 total
includes taxes & fees
Sep 7 - Sep 8
Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.0 out of 10, Wonderful, (35)
"Property is as listed. Very clean, comfortable and had everything we needed for our trip. "
The price is CA $203
CA $513 total
includes taxes & fees
Sep 1 - Sep 2
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Coastal Retreat @ Coliseum| Pool, Bonus Rm, Gazebo

10.0 out of 10, Exceptional, (11)
"We had a great stay! The home was very clean, spacious, and nicely decorated. Beautiful home with a warm feel to it. The location was perfect. It was centrally located and close to everything! Definitely recommend the Coastal Retreat."
The price is CA $554
CA $1,192 total
includes taxes & fees
Aug 25 - Aug 26
Coastal Retreat @ Coliseum| Pool, Bonus Rm, Gazebo

2-bedroom house with office space with amenities for long or short term stay

The price is CA $182
CA $301 total
includes taxes & fees
Sep 7 - Sep 8
2-bedroom house with office space with amenities for long or short term stay

The "KINGSDALE" 2 Bedrooms

10.0 out of 10, Exceptional, (5)
"House looked just like the pictures very clean. The Host is very helpful and replys quickly! We will definitely stay again at their places"
The price is CA $250
CA $383 total
includes taxes & fees
Aug 22 - Aug 23
The "KINGSDALE" 2 Bedrooms

Perfect for families!

6.6 out of 10, (8)
"we enjoy the stay and we’ll book again great location located right behind the Newport police station. There’s also lots of things to do in the location. A big pond for fishing my family enjoyed."
The price is CA $132
CA $391 total
includes taxes & fees
Aug 24 - Aug 25
Perfect for families!

Wooded Wonderland

9.8 out of 10, Exceptional, (11)
"We had a great time at the property. It was very clean and had everything we needed."
The price is CA $479
CA $952 total
includes taxes & fees
Sep 7 - Sep 8
Wooded Wonderland

Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

7.2 out of 10, Good, (7)
"Wonderful property!! My family and I had a great time. The location is very convenient to about everything. "
The price is CA $415
CA $777 total
includes taxes & fees
Sep 9 - Sep 10
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

Looking for relaxation and peace? This is the perfect spot for a quick getaway.

The price is CA $277
CA $485 total
includes taxes & fees
Aug 25 - Aug 26
Looking for relaxation and peace? This is the perfect spot for a quick getaway.

4 Bedroom Cottage - 5 Minutes from both beaches

9.2 out of 10, Wonderful, (26)
"Nice house. Only complaint there were not enough washcloths provided"
The price is CA $388
CA $858 total
includes taxes & fees
Sep 8 - Sep 9
4 Bedroom Cottage - 5 Minutes from both beaches

Family friendly 5 bedroom home within Walking distance To CNU

10.0 out of 10, Exceptional, (48)
"We had the most amazing time in this beautiful modern house! The rooms were perfect, the common area and living room are more beautiful than the pictures and the water feature outside is so peaceful! I couldn’t recommend staying here more! "
The price is CA $557
CA $822 total
includes taxes & fees
Aug 25 - Aug 26
Family friendly 5 bedroom home within Walking distance To CNU

Spacious 7-bedroom house in brilliant Newport News with AC, WiFi

10.0 out of 10, Exceptional, (1)
"The house was clean and tastefully decorated. The photos do not do the house justice. House step up: Four out of the seven bedrooms had their own bathroom. Each bedroom had a queen bed except the larger room that had 2 queen beds and a crib. Each room had a house size closet with a few hangers. There is a washer and dryer upstairs in the hallway. Location: the house is right off and busy bypass. The noise was not too bad. The house sits on a lot with another smaller house that I believe is...
The price is CA $998
CA $1,441 total
includes taxes & fees
Aug 24 - Aug 25
Spacious 7-bedroom house in brilliant Newport News with AC, WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews