Holiday Rentals Friendship from £196: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Friendship holiday rentals

1. Beachside Oasis with Beach Passes & King Suite by A Haven Away

North Beach

Johanna S.

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

2. The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach

James L.

includes taxes & fees

15 Nov - 16 Nov

A cozy outdoor seating area with a fire pit, a wooden table, and chairs.

3. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach

Sarah

includes taxes & fees

16 Nov - 17 Nov

A house with a yellow door and a window with a lamp outside.

4. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Deale

Maude H.

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

5. 3-bedroom house in Deale located on Bay many amenities and great views

Deale

"Everything at this location was as shown on the listing and it was very clean. We were very satisfied with all elements of this stay. We were there for a weekend and did not use the place heavily, but it suited our needs. It's a quiet location. They had all the major points covered. The only negative comment I have is that the water out of the tap was smelly. I suggest bringing a couple of bottles of water and not drinking the water out of the taps. This is obviously a well maintained home...

Amelia

includes taxes & fees

13 Nov - 14 Nov

A deck with outdoor furniture, a red door, and a house with windows.

6. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

Shady Side

"the house was clean and fully stocked with all linens. there are some staples in the refrigerator and cabinets. All cookware and eatery are provided. there is only one grocery store in the area, so plan ahead. Fast food is not readily available. Nick responded quickly and thoroughly to all messages, that was great. It's a quiet neighborhood. It was the perfect place for a family and pet. we will return"

Jenny A.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

7. Sunset Cottage - West River Access and Views!

Shady Side

Michelle H.

includes taxes & fees

1 Dec - 2 Dec

8. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeak beach

Ben W.

includes taxes & fees

2 Dec - 3 Dec

A spacious living room with a ceiling fan, a staircase, and a view of the outdoors.

9. Relax on Kent Island in 4 Bedroom Home w/Waterview

Stevensville

Anthony P.

includes taxes & fees

15 Nov - 16 Nov

A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

10. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict

ed r.

includes taxes & fees

12 Nov - 13 Nov

A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

11. Renovated Bungalow | Walk to Beach | Dog-Friendly

Edgewater

Diane D.

includes taxes & fees

12 Nov - 13 Nov

12. Plum Point Cottage #17

Huntingtown

includes taxes & fees

13 Nov - 14 Nov

A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

13. Family Home on Mayo Peninsula | Deck | Sleeps 10

Edgewater

Kristin G.

includes taxes & fees

12 Nov - 13 Nov

14. Plum Point Cottage #14

Huntingtown

Yonnick H.

includes taxes & fees

13 Nov - 14 Nov

15. Plum Point Cottage #15

Maryland

includes taxes & fees

13 Nov - 14 Nov

A hot tub with a white deck and railing, surrounded by trees and a house in the background.

16. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay

Ryan C.

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

17. Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

Paul C.

includes taxes & fees

7 Dec - 8 Dec

A kitchen with wooden cabinets, granite countertops, and a dining table set with blue and white dishes.

18. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Annapolis

William

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

19. Londontowne Home | Beach | 3BR

Edgewater

Sam A.

includes taxes & fees

12 Nov - 13 Nov

A lakeside view with chairs and a table, a rainbow, and trees.

20. Bright and airy waterfront getaway

Benedict

George

includes taxes & fees

12 Nov - 13 Nov

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Top Friendship Hotel Reviews

Courtyard by Marriott Annapolis

10/10 Excellent

"It was very nice"

Rod 'N' Reel Resort

8/10 Good

"Our stay was for several days. The property is very well maintained, and great views of Chesapeake Bay. Booking through Expedia is the best decision because the daily rack rate is far higher. There is onsite uniformed security. There are an abundance of handicapped parking and a parking garage. We ate at the property restaurants for convenience, the food was okay, seemed a bit more expensive than the surrounding area restaurants. It’s to be expected. Our biggest concern was housekeeping. We were not told at check-in that room cleaning is every other day if your stay is multiple days, which we did. You have to request daily cleaning at check-in so a negative. We contacted the front desk to adjust the cleaning to daily but it didn’t happen so we tracked down housekeeping and had our towels changed and and shower gel replaced as it was empty. We were in the old building, we could hear people speaking in adjoining rooms and hallways. We had a a good laugh at some of the conversations. We gave the casino a try it is very well maintained. All in all it is a very nice property just a few misses on execution."

Find out more about Friendship

Everything you need to know about Friendship holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Friendship holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Friendship holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Friendship holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Friendship. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Friendship holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Friendship holiday rentals we have selected for you start as low as £196 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Friendship rentals

At Expedia, we put the best Friendship holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Friendship rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Friendship holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Friendship. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Friendship?

Yes, there are holiday rentals close to the most popular sights in Friendship, 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 Friendship has to offer?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This holiday home rental outside of Friendship is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Friendship?

Explore the area and family-friendly sights such as Chesapeake Beach Water Park, or get out into nature at a spot like Upper Yough River. Bayside History Museum and Rod n Reel Charter Fishing are a couple of places you'll find in the wider area.

What’s a holiday rental in Friendship like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Friendship. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

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Check prices for these dates

Our top choices for Friendship holiday rentals

1. Beachside Oasis with Beach Passes & King Suite by A Haven Away

2. The Cozy Crab- Your Charming Haven in Lovely North Beach!

3. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

4. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

5. 3-bedroom house in Deale located on Bay many amenities and great views

6. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

7. Sunset Cottage - West River Access and Views!

8. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9. Relax on Kent Island in 4 Bedroom Home w/Waterview

10. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.