Holiday In The Hamptons - Vacation Rentals in Portsmouth

Excellent walkable location - Bright & Modern, Pets Welcome! From US $389
         

Manifest Upscale Spacious 2BD/2BA Apartment w/ balcony, fireplace From US $218
         

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7.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Child Friendly
Portlander Inn and Marketplace From US $112
         

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9.2 (1477 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Amazing architecture in the heart of walking neighborhod From US $1,222
         

Stunning Modern Home in Trendy and Hip Mississippi District From US $678
         

Luxury Places to Stay in Portsmouth

Over 249+ Luxury Places to Stay in or Near Portsmouth
Spacious 4BR - Walkable - Funky PDX Vibes From US $788
         

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New
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fifty windows I light filled getaway From US $686
         

9.8 (20 Reviews)
House
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  • TV
  • Balcony/Terrace
Overlook Gem - Steps from Mississippi From US $630
         

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New
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Mocks Crest Oasis- 5BD/2BA- Arbor Lodge Getaway From US $563
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Portland Floating Home Getaway with Sauna! From US $546
         

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9.0 (1 Review)
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Fully Restored 4-Level Grand Craftsman From US $534
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Portsmouth

Over 23+ Top-Rated Vacation Rentals with a Pool in or Near Portsmouth
Oxford Suites Portland - Jantzen Beach From US $132
         

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9.0 (1551 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Portland - Columbia Riverfront by IHG From US $131
         

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8.8 (836 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Hotel & Suites Portland - Jantzen Beach by IHG From US $147
         

Residence Inn by Marriott Portland North From US $151
         

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8.6 (522 Reviews)
Hotel
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  • Pool
Residence Inn by Marriott Portland North From US $170
         

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8.5 (84 Reviews)
Hotel
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  • Pet Friendly
Fairfield Inn & Suites by Marriott Portland North From US $103
         

8.4 (784 Reviews)
Hotel
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  • Parking
  • Pool
Holiday Inn Portland - Columbia Riverfront by IHG From US $170
         

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8.3 (347 Reviews)
Hotel
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  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Portsmouth

Over 73+ Pet-Friendly Vacation Rentals in or Near Portsmouth
Modern Spanish 3BR | Steps to Mississippi From US $490
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay Portland - Mississippi Micro-Luxe - Mid-Century Style From US $194
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
La Quinta Inn & Suites by Wyndham Portland NW From US $114
         

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8.2 (1008 Reviews)
Hotel
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  • Pet Friendly
Watts Landing - a city escape From US $154
         

9.8 (23 Reviews)
House
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  • Parking
  • Pet Friendly
Portland Escape From US $207
         

9.8 (22 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Upscale 1/1 apt close to Fred Meyers, MAX tram and 305 exit From US $76
         

7.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Portsmouth

Over 10+ Large Vacation Homes & Villas in or Near Portsmouth
Walk to Williams District Home with Hot Tub and Patio From US $450
         

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8.7 (3 Reviews)
House
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Walk to Williams District: Home w/Hot Tub & Patio From US $365
         

9.8 (145 Reviews)
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Overlook Victorian Mansion 5 Bedroom 10 Guests From US $463
         

9.8 (50 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Luxury 3/3 apartment close to MAX tram, Fred Meyer at exit 305 From US $190
         

1923 Bungalow with Modern Charm From US $425
         

1.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Child Friendly

Wheelchair Accessible Vacation Homes in Portsmouth

Over 17+ Wheelchair Accessible Vacation Homes in or Near Portsmouth
Movie Night From US $130
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard by Marriott Portland North From US $108
         

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8.2 (912 Reviews)
Hotel
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  • Parking
  • Pool
The Portlander Inn and Marketplace From US $164
         

8.8 (524 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Mississippi District Bungalow From US $275
         

9.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Fairfield Inn & Suites by Marriott Portland North From US $130
         

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8.1 (237 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Portsmouth Varoom and Airbnb Places to Stay Under $200

Over 152+ Portsmouth Varoom and Airbnb Places to Stay Under $200
Modern & Bright Walkable U of P Studio, Fast WiFi From US $186
         

Viking Motel From US $110
         

8.8 (167 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
#StayInMyDistrict Piedmont Near Parks and Shopping From US $169
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Three-story Victorian-ish Rocker Townhome in St. John’s!
New
From US $166
         

Private, cozy, airy garden studio suite, for 1 or 2 guests From US $152
         

9.8 (18 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Portsmouth

Over 113+ Instantly Bookable Vacation Homes in or Near Portsmouth
Overlook Cottage, Upscale w/Off-Street Parking! From US $264
         

10.0 (83 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Dragonfly House-One Bedroom Craftsman in Trendy Kenton From US $281
         

10.0 (55 Reviews)
Apartment
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  • Parking
  • TV
#StayInMyDistrict St. Johns Bungalow From US $269
         

10.0 (5 Reviews)
House
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  • Parking
  • TV
Modern Studio in Terrific Portland with AC, WiFi From US $262
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern 4-bdrm Cape Cod House, Popular NE Portland From US $289
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
#StayInMyDistrict Arbor Lodge & Popular Overlook From US $220
         

9.6 (9 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace

About Portsmouth Vacation Rentals

With more than 258 Portsmouth vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayinthehamptons and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Portsmouth.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayinthehamptons Portsmouth, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Portsmouth. Places to stay near Portsmouth are 982.53 ft² on average, with prices averaging $203 a night.

Holidayinthehamptons makes it easy and safe to find and compare vacation rentals in Portsmouth with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Portsmouth

Type Count
Vacation Homes 133
Holiday Apartments 74
Hotels with Suites 36
Cottages 4
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Portsmouth

Pro Tip: Holidayinthehamptons makes it easy to compare the best listings on Holidayinthehamptons homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidayinthehamptons homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Portsmouth.

Weather in Portsmouth

View the weather forecast for Portsmouth before booking your Portsmouth Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F