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Holiday rentals with a pool in Arnold

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Arnold

  • Total holiday rentals

    Explore 10 holiday rentals in Arnold

  • Nightly prices starting at

    Arnold holiday rentals start at ₹5,741 per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Arnold holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Arnold rentals

  • 4.9 Average rating

    Arnold stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with a pool in Arnold

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A modern living area features a light-colored sofa adorned with a teal throw blanket. A round wooden table accompanied by metal chairs is positioned nearby. A decorative mirror and an abstract painting are displayed on the wall, while a stone fireplace adds a subtle touch of warmth.
Flat in Stevensville

Boutique by the Bay

Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

FamilyValuePool

4.97 out of 5 average rating, 316 reviews
Top guest favourite
A modern guesthouse features a peaked roof and large windows, set against a vibrant sunset sky. The surrounding landscape includes wild grasses and a paved pathway, suggesting a serene connection to nature.
Cottage in St. Michaels

La Casita on Harris Creek, St. Michaels

La Casita on Harris Creek is an architecturally unique guest house situated on a private 40-acre farm in the heart of the Chesapeake Bay, 5 min by car to Saint Michaels, MD. The guesthouse, adjacent to the owner's main farm house, features an upstairs loft, open plan first floor TV/WiFi, full bath/shower, galley kitchen/ cook top stove, microwave, stainless refrigerator, microwave, stainless refrigerator. An adjacent private pool is available for guests. TALBOT COUNTY LICENSE NUMBER STRN 26-39

ValueFamilyBiking

4.98 out of 5 average rating, 204 reviews
Superhost
A large, two-story home with a welcoming front porch is set amidst a spacious green lawn. The house features a grey exterior with white trim and multiple windows, surrounded by trees and landscaping, creating a peaceful and private atmosphere.
Home in Severn

Large Home w/ Pool, Gym, 7 Bedrooms, Sleeps 21

Relax at this spacious 4,125 sqft, top-quality home on 1 acre. This 7-bedroom, 2.5 bathroom home features a private pool, gym, sauna, a huge family room w/ 10 ft ceilings, & a 67" Smart TV. Enjoy the large 1st class chef's kitchen with all the cooking & serving supplies you will ever need. Enjoy the modern amenities, multiple workspaces, a wrap-around porch, fire pit, & grill. Ideal for family events, quiet getaways, sports teams, & business mtgs. The perfect getaway for large or small groups.

ValueLocationAir conditioning

4.86 out of 5 average rating, 228 reviews
Top guest favourite
The outdoor area features a spacious concrete saltwater pool surrounded by lounge chairs and tables. The house showcases a light-colored façade with multiple entrances, large windows, and umbrellas providing shade, all set against a backdrop of lush greenery.
Home in Stevensville

Beautiful Kent Island Getaway with Pool

PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.

FamilyValueQuiet

4.97 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Arnold

Celebrate Summer In Your Private Pool & Hot Tub

Lovely two acre waterfront lower level attached apartment with separate private entrance. Exceptional amenities include an inground pool, a pier with kayaks and paddle boards, pickleball and basketball courts, a swing set with a rock wall for kids, a gas grill, and a pool table. This amazing waterfront home is conveniently located eight miles from the Naval Academy and downtown Annapolis. **As of September 2026, Airbnb’s pricing structure applies a 15.5% host service fee to my rates.

ValueLocationWalkability

4.96 out of 5 average rating, 196 reviews
Guest favourite
Guest suite in Arnold

Pet-Friendly King Suite + Kitchen | Near Annapolis

Settle in just minutes from Annapolis in a spacious, pet-friendly guest suite with a king bed, full kitchen, separate living area, and year-round hot tub access. Perfect for couples, families, pet owners, and longer stays, Captain's Quarters sleeps up to 4 with a king bed plus a queen-size LoveSac sofa bed. Located just 4 miles from historic Downtown Annapolis and the U.S. Naval Academy, with private keyless entry, fast Wi-Fi, designated parking, and all the comforts of home.

FamilyValueCleanliness

4.95 out of 5 average rating, 216 reviews
Top guest favourite
Apartment in Annapolis

Captains Quarters | Waterfront & Pool

Welcome to Captains Quarters — your waterfront home in the Yacht Club Condominiums. Fall asleep to the sound of the water, wake up to views of Spa Creek, and walk to Eastport's best restaurants in minutes. Relax on the covered patio, swim in the community pool, or stroll across the Eastport Bridge to Downtown Annapolis. Two bedrooms, a full kitchen with Keurig and bean grinder, cable TV, and 2 free parking spots. Everything you need for an Annapolis stay on the water.

FamilyLocationOutdoor spaces

4.98 out of 5 average rating, 124 reviews
Guest favourite
Guest suite in Annapolis

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a locked door; separate entrances).

LocationValueGetting around

4.94 out of 5 average rating, 147 reviews
Top guest favourite
The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.
Guest house in Stevensville

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

LocationFamilyBreakfast

4.99 out of 5 average rating, 371 reviews
Top guest favourite
A living area features a gray couch adorned with decorative pillows against a light wall. A recliner is positioned nearby, and a wall-mounted Smart TV is visible. A dresser with a plant sits below the TV. Natural light streams in through nearby windows.
Apartment in Annapolis

1st Floor Condo in Annapolis

This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock (limited access) and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

LocationValueAmenities

4.96 out of 5 average rating, 180 reviews
Top guest favourite
Guest house in Annapolis

Coastal Waterfront 1 Bedroom Cottage

Enjoy a peaceful waterfront getaway just 2 miles from Historic Downtown Annapolis and the U.S. Naval Academy. Located directly on the South River in a quiet neighborhood, this charming cottage features a full kitchen, 1 bedroom, washer/dryer, and sleeper sofa for up to 4 guests. Relax on the private patio with outdoor seating, grill, and fire pit, or enjoy the beautiful river views. Perfect for exploring Annapolis or simply unwinding by the water.

LocationFamilyView

5.0 out of 5 average rating, 226 reviews
Guest favourite
Houseboat in Inner Harbor

Flohom 1 | Floating Suite • 360° Skyline Views

FLOHOM 1 | Bay Escape is a coastal-eclectic floating suite with 360° skyline views, a rooftop fire pit, and a designer interior for four. Queen Helix Luxe bed with Parachute linens, fully equipped kitchen, and spa-like bath. The rooftop features a dining table, a sectional sofa, and lounge chairs overlooking the Inner Harbor. Includes parking at the marina and a short walk to Federal Hill, Camden Yards, and the water taxi. Welcome aboard. ✨

FamilyValueOutdoor spaces

4.97 out of 5 average rating, 110 reviews

Popular amenities for Arnold rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
Home in Fort Washington

Inground Pool | Hot Tub | Sauna | Theme Room

FamilyLocationTV

4.89 out of 5 average rating, 231 reviews
Guest favourite
A charming blue cottage is depicted with a gabled roof and white columns framing the entrance. Lush green bushes line the pathway, providing an inviting approach. Clear blue skies and tall trees are visible in the background, enhancing the peaceful setting.
Home in St. Michaels

SM's Premier Rental Heated Pool (closes 10/27)

LocationFamilyPets

4.97 out of 5 average rating, 117 reviews
Guest favourite
Home in Fort Washington

5BD no. Nat'l Harbor, MD, DC & VA w/yard Oasis

ValueLocationAccuracy

4.92 out of 5 average rating, 103 reviews
Top guest favourite
A modern two-story home is showcased with a well-maintained lawn and landscaped flower beds. The façade features a mixture of siding and brick, complemented by large windows and a welcoming front porch with double doors.
Home in Annapolis

The General's House-Spacious Home w/Pool & Hot Tub

LocationFamilyNearby

4.96 out of 5 average rating, 46 reviews
Guest favourite
A spacious exterior of a two-story home is presented, showcasing a brick facade and a covered balcony above the entrance. The driveway is paved, leading to a gravel area, with a fenced yard visible in the background, offering ample outdoor space.
Home in Pasadena

Beautiful Home Near Beach and Patapsco River

LocationValueGrill

4.88 out of 5 average rating, 96 reviews
Top guest favourite
Home in Stevensville

Kent Island Waterfront | Swim Spa + Sauna + Beach

FamilyLocationView

5.0 out of 5 average rating, 28 reviews
Superhost
An elevated view of a waterfront home showcases a spacious deck overlooking a pool. A red umbrella provides shade over a dining area, while lounge chairs line the pool's edge. Surrounding greenery enhances the tranquil environment, complementing the nearby residential area.
Home in Arnold

Waterfront Home w Pool & Pier Mins to Annapolis

LocationFamilyIndoor spaces

4.72 out of 5 average rating, 18 reviews
Top guest favourite
Home in Stevensville

*Waterfront* 5BR w/ Pool + Firepit on Kent Island!

FamilyLocationKitchen

5.0 out of 5 average rating, 23 reviews

Apartment rentals with a pool

Top guest favourite
Apartment in National Harbor

Luxury Condo • In the heart of National Harbor

ValueLocationCheck-in

4.91 out of 5 average rating, 201 reviews
Guest favourite
A spacious living area is depicted with plush teal seating arranged around a coffee table. A modern entertainment unit is positioned against a wall, while large sliding doors open to a private balcony. Natural light enhances the warm tones of the decor.
Apartment in Annapolis

Annapolis Condo-1 bedroom King

ValueLocationComfort

4.96 out of 5 average rating, 131 reviews
Guest favourite
Apartment in Annapolis

Semper Fi Condo

ValueFamilyAccuracy

4.89 out of 5 average rating, 38 reviews
Guest favourite
An open living area is showcased, featuring a light-colored sofa against a wall adorned with framed photographs. A large rug anchors the space, complemented by a round dining table and chairs. Natural light floods in from large sliding doors leading to a balcony.
Apartment in Annapolis

Cozy Annapolis Condo

ValueLocationTV

4.96 out of 5 average rating, 78 reviews
Superhost
A dining area features a modern table set for four, with red napkins and a vase of flowers at the center. Ambient lighting is provided by a stylish pendant fixture above the table. A large window with blinds allows natural light to brighten the space.
Apartment in Greenbelt

Lovely 1-bedroom condo w/ 2 parking spots near DC

LocationFamilyDecor

4.77 out of 5 average rating, 62 reviews
Guest favourite
A welcoming living area features a brown leather sofa and a light rug under a coffee table. A large television is mounted on the wall opposite the seating. Natural light enters through a window, complemented by a potted plant and artwork on the wall.
Apartment in Annapolis

Newly Renovated 1-Bedroom on Spa Creek

ValueLocationDecor

4.96 out of 5 average rating, 27 reviews
Guest favourite
A well-maintained outdoor swimming pool is surrounded by lounge chairs under shaded pergolas. The backdrop features a modern, multi-story building with large windows, providing a blend of comfort and leisure in a vibrant setting.
Apartment in National Harbor

Club Wyndham National Harbor, 2 BR Deluxe

ValueLocationComfort

5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in National Harbor

Wyndham National Harbor | 1BR/1BA King Bed Suite

ValueLocationCleanliness

5.0 out of 5 average rating, 32 reviews

Other holiday rentals with a pool

Guest favourite
Flat in Upper Marlboro

Kone Oasis- hot tub, pool, theater/game rm.

ValueFamilyDecor

4.94 out of 5 average rating, 218 reviews
Top guest favourite
A charming cottage is visible beside a clear pool, surrounded by well-maintained green lawns. Two shaded umbrellas stand over cushioned lounge chairs by the water's edge, creating a comfortable outdoor space for relaxation. The inviting pool reflects the bright sky, enhancing the serene atmosphere.
Cottage in Easton

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

LocationFamilyBeach

5.0 out of 5 average rating, 126 reviews
Superhost
The private backyard features a stock tank pool surrounded by wooden benches with cushions, styled with colorful flowers and greenery. String lights create a warm ambiance, illuminating the space for relaxation and outdoor gatherings.
Townhouse in Logan Circle

Historic Row Home Near Conv Center w/ Tank Pool

FamilyLocationHeating

4.95 out of 5 average rating, 136 reviews
Guest favourite
A cozy living area is seen featuring a light-colored sofa and two accent chairs. A wooden coffee table holds decorative items, while a large piece of abstract wall art adds visual interest. Soft light filters through two windows, enhancing the neutral color palette.
Flat in Downtown

#3 Foggy Bottom/Georgetown Apartment

LocationValueAmenities

4.81 out of 5 average rating, 638 reviews
Top guest favourite
A classic brick Colonial house is surrounded by well-maintained gardens and lush greenery. Large trees provide shade over the front lawn, which features manicured bushes and young saplings, contributing to the inviting exterior of the home.
Guest suite in Catonsville

Rollingside: Two-Room Guest Suite

LocationFamilyCheck-in

4.94 out of 5 average rating, 584 reviews
Guest favourite
Flat in Arnold

Beautiful basement apartment in an upscale home

LocationAmenitiesPool

4.89 out of 5 average rating, 9 reviews
Top guest favourite
An aerial view showcases a large grassy area surrounding a heated pool, with several lounge chairs positioned nearby. A fire pit is set with white adirondack chairs. Two properties are visible, featuring balconies and umbrellas enhancing the outdoor space.
Flat in Stevensville

Heron Roost

FamilyLocationComfort

5.0 out of 5 average rating, 96 reviews
Top guest favourite
A spacious living area features comfortable seating arrangements, including a sofa and armchairs. A coffee table made of natural wood adds warmth, while a large mirror reflects light. The open layout leads to a well-equipped kitchen, visible in the background, with ample natural light from large windows.
Townhouse in Hanover

Spacious Upscale Townhome Near Hanover and BWI

FamilyLocationAccess

5.0 out of 5 average rating, 49 reviews

Destinations to explore