Sanford Holiday Rentals

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Our top choices for Sanford holiday rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (508 reviews)
"Love the resort! "
United States
Hannah
Key West Cottages

Cozy cottage w/creekside fire pit & pet‑friendly

Cozy cottage w/creekside fire pit & pet‑friendly
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is HK$1,065
HK$2,282 total
includes taxes & fees
16 Feb - 17 Feb
Cozy cottage w/creekside fire pit & pet‑friendly

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (25 reviews)
"Loved that it was right on the bay. "
United States
Debra
The price is HK$930
HK$1,220 total
includes taxes & fees
19 Feb - 20 Feb
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is HK$1,231
HK$3,522 total
includes taxes & fees
15 Feb - 16 Feb
The purple door at the bay.

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52 reviews)
"Great little place "
United States
Eric R.
The price is HK$633
HK$1,483 total
includes taxes & fees
15 Feb - 16 Feb
Cottage near the Bay

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (42 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$821
HK$3,143 total
includes taxes & fees
15 Feb - 16 Feb
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.2 out of 10, Very good, (32 reviews)
"It was all we needed. No frills, but in a great location and the pool was wonderful. "
United States
jennifer g.
The price is HK$787
HK$1,501 total
includes taxes & fees
16 Feb - 17 Feb
Assateague Inn 111 by Seaside Vacations & Sales

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is HK$1,189
HK$2,484 total
includes taxes & fees
18 Feb - 19 Feb
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Flamingo Villa

Flamingo Villa
Piney Island
10.0 out of 10, Exceptional, (2 reviews)
"We were on the shore for a wedding and it was fun being a tourist on Chincoteague for a weekend. Plenty of fun things for an 8 year old to do."
United States
Kathy W.
The price is HK$774
HK$1,540 total
includes taxes & fees
15 Feb - 16 Feb
Flamingo Villa

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.4 out of 10, Exceptional, (8 reviews)
"Close to everything, quiet, clean"
United States
Eileen D.
The price is HK$936
HK$1,693 total
includes taxes & fees
16 Feb - 17 Feb
Only 5 min. from the Beach!

Indoor-Outdoor 2BR on Working Farm | Creek View

Indoor-Outdoor 2BR on Working Farm | Creek View
Melfa
The price is HK$1,172
HK$2,368 total
includes taxes & fees
2 Mar - 3 Mar
Indoor-Outdoor 2BR on Working Farm | Creek View

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (66 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
The price is HK$915
HK$2,282 total
includes taxes & fees
17 Feb - 18 Feb
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you for a great day."
United States
Amanda W.
The price is HK$1,407
HK$2,372 total
includes taxes & fees
16 Feb - 17 Feb
Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (31 reviews)
"I liked the location of the Inn on the island. The room(s) were very clean, well furnished and bed was super comfortable. "
United States
Marie E.
The price is HK$787
HK$1,474 total
includes taxes & fees
5 Mar - 6 Mar
Only 5 min. from the Beach!

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very good, (8 reviews)
"What a lovely little space! Everything was clean and just as described. We loved the dock out over the marsh grasses and used it every day - especially since the beach was closed we could still feel close to the water. The staff were super friendly and helpful. "
United States
Mary Kalbach E.
The price is HK$787
HK$1,501 total
includes taxes & fees
22 Feb - 23 Feb
Bella's Beach Retreat by Seaside Vacations & Sales

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Onancock
9.8 out of 10, Exceptional, (7 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is HK$585
HK$1,714 total
includes taxes & fees
27 Feb - 28 Feb
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Sunset Villa

Sunset Villa
Piney Island
10.0 out of 10, Exceptional, (6 reviews)
"This place was perfect for myself, two adult daughters, and 5 year old grandson. We enjoyed the quiet location that was still close to everything. The indoor pool was a great way to end our busy days. Communication and check in was winderful. Will stay again!"
United States
Julie B.
The price is HK$774
HK$1,540 total
includes taxes & fees
15 Feb - 16 Feb
Sunset Villa

Only 5 min from Assateague National Seashore!

Only 5 min from Assateague National Seashore!
Chincoteague Island
7.4 out of 10, Good, (3 reviews)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is HK$787
HK$1,501 total
includes taxes & fees
16 Feb - 17 Feb
Only 5 min from Assateague National Seashore!

Coral Villa

Coral Villa
Piney Island
8.4 out of 10, Very good, (5 reviews)
"Close to the beach. Peaceful stay. My family enjoyed."
United States
Natasha M.
The price is HK$774
HK$1,540 total
includes taxes & fees
17 Feb - 18 Feb
Coral Villa

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
The price is HK$782
HK$3,160 total
includes taxes & fees
24 Feb - 25 Feb
The Neigh-Neigh - Location! Location! Location!
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 Sanford Hotel Reviews

Find out more about Sanford

Search for holiday rentals in Sanford on Expedia! You can easily find your home rentals, villas, holiday apartments in Sanford using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Sanford?

Yes, there are holiday rentals close to the most popular sights in Sanford, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Sanford has to offer?

Blufin Bungalows & Marina: This holiday home rental outside of Sanford is on the beach, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What can I see and do in Sanford?

While exploring the area, visit family-friendly sights like Wallops Flight Facility, or get outside and enjoy nature at Chesapeake Forest - Dunn Swamp Complex. In the wider area, you’ll find Jersey Island and Pocomoke Fair Grounds.

What’s a holiday rental in Sanford like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sanford. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.