Sanford Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Sanford holiday rentals

Smart TV, books

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (64 reviews)
"What a stunning view and super welcoming host!! We loved our stay and especially enjoyed the kayaks and bikes, great welcome kit of toiletries and kitchen supplies, very comfortable beds and soft sheets, outdoor space to watch the stars, and quiet, peaceful neighborhood. "
United States
l h.
The price is HK$557
HK$2,730 total
includes taxes & fees
21 May - 22 May
Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
Exterior

Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 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.
Assateague Inn 213 by Seaside Vacations & Sales
Interior

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (54 reviews)
"Property was exactly as pictured, Crystal is very prompt if contacted & very accomdating to questions. If you are looking in ng for some quiet peacefulness yet close to the water, or nearby towns & attractions & travel with your dog this is the perfect spot! My dogs were very content & I had no worries as to if they would be bothered by distractions because there are no distractions, it was a vacation for them as well as cottage is on a quiet street & it was very nice to sit outside wuth them &...
United States
Shelley
The price is HK$634
HK$1,477 total
includes taxes & fees
26 May - 27 May
Cottage near the Bay
Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (253 reviews)
"My kids and I had a wonderful spring break stay at the bungalows!"
United States
Susan
The price is HK$2,248
HK$2,964 total
includes taxes & fees
22 May - 23 May
Blufin Bungalows & Marina
Smart TV

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, (9 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$639
HK$1,768 total
includes taxes & fees
1 Jun - 2 Jun
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
TV, DVD player

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (25 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is HK$795
HK$1,493 total
includes taxes & fees
21 May - 22 May
Assateageue Inn 104 by Seaside Vacations & Sales
Private kitchen

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Onancock
The price is HK$586
HK$1,925 total
includes taxes & fees
20 May - 21 May
Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Exterior

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)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is HK$804
HK$1,529 total
includes taxes & fees
27 May - 28 May
Bella's Beach Retreat by Seaside Vacations & Sales
Exterior

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (56 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is HK$1,233
HK$3,528 total
includes taxes & fees
25 May - 26 May
The purple door at the bay.
1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (562 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is HK$2,404
HK$2,700 total
includes taxes & fees
7 Jun - 8 Jun
Key West Cottages
Exterior

Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.2 out of 10, Very good, (33 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$903
HK$1,638 total
includes taxes & fees
25 May - 26 May
Assateague Inn 111 by Seaside Vacations & Sales
Interior

Greenbackville Retreat w/ Deck: 1 Mi to Marina!

Greenbackville Retreat w/ Deck: 1 Mi to Marina!
3.0 star property
Captain's Cove
The price is HK$1,433
HK$3,931 total
includes taxes & fees
20 May - 21 May
Greenbackville Retreat w/ Deck: 1 Mi to Marina!
Beach nearby, sun-loungers

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, (71 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
The price is HK$987
HK$2,348 total
includes taxes & fees
20 May - 21 May
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Interior

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
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$1,364
HK$2,660 total
includes taxes & fees
20 May - 21 May
Pet-friendly creekside cottage w/ backyard
Beach nearby

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, (43 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$1,057
HK$3,447 total
includes taxes & fees
20 May - 21 May
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Exterior

Assateague Inn 107 by Seaside Vacations & Sales

Assateague Inn 107 by Seaside Vacations & Sales
Chincoteague Island
8.8 out of 10, Excellent, (6 reviews)
"We had a wonderful time! The location was convenient to restaurants and shopping but still nice and quiet. Communication was easy and questions were answered quickly. "
United States
Katelyn W.
The price is HK$974
HK$1,718 total
includes taxes & fees
21 May - 22 May
Assateague Inn 107 by Seaside Vacations & Sales
Exterior

Assateague Inn 100 by Seaside Vacations & Sales

Assateague Inn 100 by Seaside Vacations & Sales
Chincoteague
8.8 out of 10, Excellent, (10 reviews)
"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"
United States
Sue S.
The price is HK$876
HK$1,617 total
includes taxes & fees
25 May - 26 May
Assateague Inn 100 by Seaside Vacations & Sales
Indoor pool, a heated pool

Sand Dollar Villa

Sand Dollar Villa
Piney Island
10.0 out of 10, Exceptional, (5 reviews)
"Clean close to everything good communication with owners very enjoyable "
United States
tracy s.
The price is HK$1,088
HK$1,921 total
includes taxes & fees
20 May - 21 May
Sand Dollar Villa
Indoor pool

Flamingo Villa

Flamingo Villa
Piney Island
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for a quick little get away the property had everything that was needed and very clean. "
United States
Olivia P.
The price is HK$1,088
HK$1,921 total
includes taxes & fees
20 May - 21 May
Flamingo Villa
Exterior

Assateague Inn 105 by Seaside Vacations & Sales

Assateague Inn 105 by Seaside Vacations & Sales
Chincoteague Island
8.8 out of 10, Excellent, (16 reviews)
"As usual we had a wonderful stay at the Assateague Inn and cannot wait for our next visit. "
United States
Sarah M.
The price is HK$858
HK$1,571 total
includes taxes & fees
21 May - 22 May
Assateague Inn 105 by Seaside Vacations & Sales
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

Waterside Inn

Waterside Inn

8/10 Good
"Nice place and good price. A little bit olderNot , but well worth the price that we paid in mid May. "
David 1-night trip
Posted 3 hours ago
Waterside Inn

Find out more about Sanford

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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 Eastern Shore Railway Museum, or get outside and enjoy nature at Jersey Island. In the wider area, you’ll find Somers Cove Marina and Crisfield City Dock.

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.